diff --git a/package.json b/package.json
index 7af8996..a4fcbf8 100644
--- a/package.json
+++ b/package.json
@@ -47,6 +47,7 @@
   "dependencies": {
     "@anthropic-ai/claude-agent-sdk": "^0.1.23",
     "@anthropic-ai/claude-code": "^2.0.24",
+    "@anthropic-ai/sdk": "^0.67.0",
     "@effect/platform": "^0.92.1",
     "@effect/platform-node": "^0.98.4",
     "@hono/node-server": "^1.19.5",
diff --git a/pnpm-lock.yaml b/pnpm-lock.yaml
index 08b441a..2cf647b 100644
--- a/pnpm-lock.yaml
+++ b/pnpm-lock.yaml
@@ -14,6 +14,9 @@ importers:
       '@anthropic-ai/claude-code':
         specifier: ^2.0.24
         version: 2.0.24
+      '@anthropic-ai/sdk':
+        specifier: ^0.67.0
+        version: 0.67.0(zod@4.1.12)
       '@effect/platform':
         specifier: ^0.92.1
         version: 0.92.1(effect@3.18.4)
@@ -231,6 +234,15 @@ packages:
     engines: {node: '>=18.0.0'}
     hasBin: true
 
+  '@anthropic-ai/sdk@0.67.0':
+    resolution: {integrity: sha512-Buxbf6jYJ+pPtfCgXe1pcFtZmdXPrbdqhBjiscFt9irS1G0hCsmR/fPA+DwKTk4GPjqeNnnCYNecXH6uVZ4G/A==}
+    hasBin: true
+    peerDependencies:
+      zod: ^3.25.0 || ^4.0.0
+    peerDependenciesMeta:
+      zod:
+        optional: true
+
   '@babel/code-frame@7.27.1':
     resolution: {integrity: sha512-cjQ7ZlQ0Mv3b47hABuTevyTuYN4i+loJKGeV9flcCgIK37cCXRh+L1bd3iBHlynerhQ7BhCkn2BPbQUL+rGqFg==}
     engines: {node: '>=6.9.0'}
@@ -3210,6 +3222,10 @@ packages:
     resolution: {integrity: sha512-lR4MXjGNgkJc7tkQ97kb2nuEMnNCyU//XYVH0MKTGcXEiSudQ5MKGKen3C5QubYy0vmq+JGitUg92uuywGEwIA==}
     engines: {node: ^18.17.0 || >=20.5.0}
 
+  json-schema-to-ts@3.1.1:
+    resolution: {integrity: sha512-+DWg8jCJG2TEnpy7kOm/7/AxaYoaRbjVB4LFZLySZlWn8exGs3A4OLJR966cVvU26N7X9TWxl+Jsw7dzAqKT6g==}
+    engines: {node: '>=16'}
+
   json-schema-traverse@1.0.0:
     resolution: {integrity: sha512-NM8/P9n3XjXhIZn1lLhkFaACTOURQXjWhV4BA/RnOv8xvgqtqpAX9IO4mRQxSx1Rlo4tqzeqb0sOlruaOy3dug==}
 
@@ -4280,6 +4296,9 @@ packages:
   trough@2.2.0:
     resolution: {integrity: sha512-tmMpK00BjZiUyVyvrBK7knerNgmgvcV/KLVyuma/SC+TQN167GrMRciANTz09+k3zW8L8t60jWO1GpfkZdjTaw==}
 
+  ts-algebra@2.0.0:
+    resolution: {integrity: sha512-FPAhNPFMrkwz76P7cdjdmiShwMynZYN6SgOujD1urY4oNm80Ou9oMdmbR45LotcKOXoy7wSmHkRFE6Mxbrhefw==}
+
   tslib@2.8.1:
     resolution: {integrity: sha512-oJFu94HQb+KVduSUQL7wnpmqnfmLsOA/nAh6b6EH0wCEoK0/mPeXU6c3wKDV83MkOuHPRHtSXKKU99IBazS/2w==}
 
@@ -4611,6 +4630,12 @@ snapshots:
       '@img/sharp-linux-x64': 0.33.5
       '@img/sharp-win32-x64': 0.33.5
 
+  '@anthropic-ai/sdk@0.67.0(zod@4.1.12)':
+    dependencies:
+      json-schema-to-ts: 3.1.1
+    optionalDependencies:
+      zod: 4.1.12
+
   '@babel/code-frame@7.27.1':
     dependencies:
       '@babel/helper-validator-identifier': 7.27.1
@@ -7544,6 +7569,11 @@ snapshots:
 
   json-parse-even-better-errors@4.0.0: {}
 
+  json-schema-to-ts@3.1.1:
+    dependencies:
+      '@babel/runtime': 7.28.4
+      ts-algebra: 2.0.0
+
   json-schema-traverse@1.0.0: {}
 
   json5@2.2.3: {}
@@ -8863,6 +8893,8 @@ snapshots:
 
   trough@2.2.0: {}
 
+  ts-algebra@2.0.0: {}
+
   tslib@2.8.1: {}
 
   tsx@4.20.6:
diff --git a/src/app/projects/[projectId]/components/chatForm/ChatInput.tsx b/src/app/projects/[projectId]/components/chatForm/ChatInput.tsx
index f3bf548..e2924b1 100644
--- a/src/app/projects/[projectId]/components/chatForm/ChatInput.tsx
+++ b/src/app/projects/[projectId]/components/chatForm/ChatInput.tsx
@@ -2,8 +2,10 @@ import { Trans, useLingui } from "@lingui/react";
 import {
   AlertCircleIcon,
   LoaderIcon,
+  PaperclipIcon,
   SendIcon,
   SparklesIcon,
+  XIcon,
 } from "lucide-react";
 import { type FC, useCallback, useId, useRef, useState } from "react";
 import { Button } from "../../../../../components/ui/button";
@@ -11,11 +13,18 @@ import { Textarea } from "../../../../../components/ui/textarea";
 import { useConfig } from "../../../../hooks/useConfig";
 import type { CommandCompletionRef } from "./CommandCompletion";
 import type { FileCompletionRef } from "./FileCompletion";
+import type { DocumentBlock, ImageBlock } from "./fileUtils";
 import { InlineCompletion } from "./InlineCompletion";
 
+export interface MessageInput {
+  text: string;
+  images?: ImageBlock[];
+  documents?: DocumentBlock[];
+}
+
 export interface ChatInputProps {
   projectId: string;
-  onSubmit: (message: string) => Promise<void>;
+  onSubmit: (input: MessageInput) => Promise<void>;
   isPending: boolean;
   error?: Error | null;
   placeholder: string;
@@ -40,6 +49,9 @@ export const ChatInput: FC<ChatInputProps> = ({
 }) => {
   const { i18n } = useLingui();
   const [message, setMessage] = useState("");
+  const [attachedFiles, setAttachedFiles] = useState<
+    Array<{ file: File; id: string }>
+  >([]);
   const [cursorPosition, setCursorPosition] = useState<{
     relative: { top: number; left: number };
     absolute: { top: number; left: number };
@@ -47,15 +59,63 @@ export const ChatInput: FC<ChatInputProps> = ({
 
   const containerRef = useRef<HTMLDivElement>(null);
   const textareaRef = useRef<HTMLTextAreaElement>(null);
+  const fileInputRef = useRef<HTMLInputElement>(null);
   const commandCompletionRef = useRef<CommandCompletionRef>(null);
   const fileCompletionRef = useRef<FileCompletionRef>(null);
   const helpId = useId();
   const { config } = useConfig();
 
   const handleSubmit = async () => {
-    if (!message.trim()) return;
-    await onSubmit(message.trim());
+    if (!message.trim() && attachedFiles.length === 0) return;
+
+    const { processFile } = await import("./fileUtils");
+
+    const images: ImageBlock[] = [];
+    const documents: DocumentBlock[] = [];
+    let additionalText = "";
+
+    for (const { file } of attachedFiles) {
+      const result = await processFile(file);
+
+      if (result.type === "text") {
+        additionalText += `\n\nFile: ${file.name}\n${result.content}`;
+      } else if (result.type === "image") {
+        images.push(result.block);
+      } else if (result.type === "document") {
+        documents.push(result.block);
+      }
+    }
+
+    const finalText = message.trim() + additionalText;
+
+    await onSubmit({
+      text: finalText,
+      images: images.length > 0 ? images : undefined,
+      documents: documents.length > 0 ? documents : undefined,
+    });
+
     setMessage("");
+    setAttachedFiles([]);
+  };
+
+  const handleFileSelect = (e: React.ChangeEvent<HTMLInputElement>) => {
+    const files = e.target.files;
+    if (!files) return;
+
+    const newFiles = Array.from(files).map((file) => ({
+      file,
+      id: `${file.name}-${Date.now()}-${Math.random()}`,
+    }));
+
+    setAttachedFiles((prev) => [...prev, ...newFiles]);
+
+    if (fileInputRef.current) {
+      fileInputRef.current.value = "";
+    }
+  };
+
+  const handleRemoveFile = (id: string) => {
+    setAttachedFiles((prev) => prev.filter((f) => f.id !== id));
   };
 
   const handleKeyDown = (e: React.KeyboardEvent<HTMLTextAreaElement>) => {
@@ -159,7 +219,7 @@ export const ChatInput: FC<ChatInputProps> = ({
     textareaRef.current?.focus();
   };
 
-  const handleFileSelect = (filePath: string) => {
+  const handleFilePathSelect = (filePath: string) => {
     setMessage(filePath);
     textareaRef.current?.focus();
   };
@@ -216,8 +276,50 @@ export const ChatInput: FC<ChatInputProps> = ({
             />
           </div>
 
+          {attachedFiles.length > 0 && (
+            <div className="px-5 py-3 flex flex-wrap gap-2 border-t border-border/40">
+              {attachedFiles.map(({ file, id }) => (
+                <div
+                  key={id}
+                  className="flex items-center gap-2 px-3 py-1.5 bg-muted rounded-lg text-sm"
+                >
+                  <span className="truncate max-w-[200px]">{file.name}</span>
+                  <button
+                    type="button"
+                    onClick={() => handleRemoveFile(id)}
+                    className="text-muted-foreground hover:text-foreground transition-colors"
+                    disabled={isPending}
+                  >
+                    <XIcon className="w-3.5 h-3.5" />
+                  </button>
+                </div>
+              ))}
+            </div>
+          )}
+
           <div className="flex items-center justify-between gap-3 px-5 py-3 bg-muted/30 border-t border-border/40">
             <div className="flex items-center gap-2">
+              <input
+                ref={fileInputRef}
+                type="file"
+                multiple
+                accept="image/png,image/jpeg,image/gif,image/webp,application/pdf,text/plain"
+                onChange={handleFileSelect}
+                className="hidden"
+              />
+              <Button
+                type="button"
+                variant="ghost"
+                size="sm"
+                onClick={() => fileInputRef.current?.click()}
+                disabled={isPending || disabled}
+                className="gap-1.5"
+              >
+                <PaperclipIcon className="w-4 h-4" />
+                <span className="text-xs">
+                  <Trans id="chat.attach_file" message="Attach" />
+                </span>
+              </Button>
               <span
                 className="text-xs font-medium text-muted-foreground/80"
                 id={helpId}
@@ -238,7 +340,11 @@ export const ChatInput: FC<ChatInputProps> = ({
 
             <Button
               onClick={handleSubmit}
-              disabled={!message.trim() || isPending || disabled}
+              disabled={
+                (!message.trim() && attachedFiles.length === 0) ||
+                isPending ||
+                disabled
+              }
               size={buttonSize}
               className="gap-2 transition-all duration-200 hover:shadow-md hover:scale-105 active:scale-95 bg-gradient-to-r from-blue-600 to-purple-600 hover:from-blue-500 hover:to-purple-500 disabled:from-muted disabled:to-muted"
             >
@@ -267,7 +373,7 @@ export const ChatInput: FC<ChatInputProps> = ({
           commandCompletionRef={commandCompletionRef}
           fileCompletionRef={fileCompletionRef}
           handleCommandSelect={handleCommandSelect}
-          handleFileSelect={handleFileSelect}
+          handleFileSelect={handleFilePathSelect}
           cursorPosition={cursorPosition}
         />
       </div>
diff --git a/src/app/projects/[projectId]/components/chatForm/fileUtils.ts b/src/app/projects/[projectId]/components/chatForm/fileUtils.ts
new file mode 100644
index 0000000..7d6df50
--- /dev/null
+++ b/src/app/projects/[projectId]/components/chatForm/fileUtils.ts
@@ -0,0 +1,148 @@
+/**
+ * File utilities for file upload and encoding
+ */
+
+export type FileType = "text" | "image" | "pdf";
+
+export type ImageBlock = {
+  type: "image";
+  source: {
+    type: "base64";
+    media_type: "image/png" | "image/jpeg" | "image/gif" | "image/webp";
+    data: string;
+  };
+};
+
+export type DocumentBlock = {
+  type: "document";
+  source: {
+    type: "base64";
+    media_type: "application/pdf";
+    data: string;
+  };
+};
+
+/**
+ * Determine file type based on MIME type
+ */
+export const determineFileType = (mimeType: string): FileType => {
+  if (mimeType.startsWith("image/")) {
+    return "image";
+  }
+  if (mimeType === "application/pdf") {
+    return "pdf";
+  }
+  return "text";
+};
+
+/**
+ * Check if MIME type is supported
+ */
+export const isSupportedMimeType = (mimeType: string): boolean => {
+  const supportedImageTypes = [
+    "image/png",
+    "image/jpeg",
+    "image/gif",
+    "image/webp",
+  ];
+  const supportedDocumentTypes = ["application/pdf"];
+  const supportedTextTypes = ["text/plain"];
+
+  return (
+    supportedImageTypes.includes(mimeType) ||
+    supportedDocumentTypes.includes(mimeType) ||
+    supportedTextTypes.includes(mimeType)
+  );
+};
+
+/**
+ * Convert File to base64 encoded string (without data URL prefix)
+ */
+export const fileToBase64 = (file: File): Promise<string> => {
+  return new Promise((resolve, reject) => {
+    const reader = new FileReader();
+    reader.onload = () => {
+      const result = reader.result;
+      if (typeof result === "string") {
+        // Remove data URL prefix (e.g., "data:image/png;base64,")
+        const base64 = result.split(",")[1];
+        resolve(base64 ?? "");
+      } else {
+        reject(new Error("Failed to read file as base64"));
+      }
+    };
+    reader.onerror = () => {
+      reject(new Error("Failed to read file"));
+    };
+    reader.readAsDataURL(file);
+  });
+};
+
+/**
+ * Convert File to plain text
+ */
+export const fileToText = (file: File): Promise<string> => {
+  return new Promise((resolve, reject) => {
+    const reader = new FileReader();
+    reader.onload = () => {
+      const result = reader.result;
+      if (typeof result === "string") {
+        resolve(result);
+      } else {
+        reject(new Error("Failed to read file as text"));
+      }
+    };
+    reader.onerror = () => {
+      reject(new Error("Failed to read file"));
+    };
+    reader.readAsText(file);
+  });
+};
+
+/**
+ * Process a file and return appropriate block structure
+ */
+export const processFile = async (
+  file: File,
+): Promise<
+  | { type: "text"; content: string }
+  | { type: "image"; block: ImageBlock }
+  | { type: "document"; block: DocumentBlock }
+> => {
+  const fileType = determineFileType(file.type);
+
+  if (fileType === "text") {
+    const content = await fileToText(file);
+    return { type: "text", content };
+  }
+
+  const base64Data = await fileToBase64(file);
+
+  if (fileType === "image") {
+    const mediaType = file.type as ImageBlock["source"]["media_type"];
+    return {
+      type: "image",
+      block: {
+        type: "image",
+        source: {
+          type: "base64",
+          media_type: mediaType,
+          data: base64Data,
+        },
+      },
+    };
+  }
+
+  // PDF
+  return {
+    type: "document",
+    block: {
+      type: "document",
+      source: {
+        type: "base64",
+        media_type: "application/pdf",
+        data: base64Data,
+      },
+    },
+  };
+};
diff --git a/src/app/projects/[projectId]/components/chatForm/index.ts b/src/app/projects/[projectId]/components/chatForm/index.ts
index bb31081..630e6ed 100644
--- a/src/app/projects/[projectId]/components/chatForm/index.ts
+++ b/src/app/projects/[projectId]/components/chatForm/index.ts
@@ -1,4 +1,4 @@
-export type { ChatInputProps } from "./ChatInput";
+export type { ChatInputProps, MessageInput } from "./ChatInput";
 export { ChatInput } from "./ChatInput";
 export type { CommandCompletionRef } from "./CommandCompletion";
 export { CommandCompletion } from "./CommandCompletion";
diff --git a/src/app/projects/[projectId]/components/chatForm/useChatMutations.ts b/src/app/projects/[projectId]/components/chatForm/useChatMutations.ts
index 4f4c803..444437a 100644
--- a/src/app/projects/[projectId]/components/chatForm/useChatMutations.ts
+++ b/src/app/projects/[projectId]/components/chatForm/useChatMutations.ts
@@ -1,6 +1,7 @@
 import { useMutation } from "@tanstack/react-query";
 import { useNavigate } from "@tanstack/react-router";
 import { honoClient } from "../../../../../lib/api/client";
+import type { MessageInput } from "./ChatInput";
 
 export const useCreateSessionProcessMutation = (
   projectId: string,
@@ -10,7 +11,7 @@ export const useCreateSessionProcessMutation = (
 
   return useMutation({
     mutationFn: async (options: {
-      message: string;
+      input: MessageInput;
       baseSessionId?: string;
     }) => {
       const response = await honoClient.api.cc["session-processes"].$post(
@@ -18,7 +19,7 @@ export const useCreateSessionProcessMutation = (
           json: {
             projectId,
             baseSessionId: options.baseSessionId,
-            message: options.message,
+            input: options.input,
           },
         },
         {
@@ -53,7 +54,7 @@ export const useContinueSessionProcessMutation = (
 ) => {
   return useMutation({
     mutationFn: async (options: {
-      message: string;
+      input: MessageInput;
       sessionProcessId: string;
     }) => {
       const response = await honoClient.api.cc["session-processes"][
@@ -64,7 +65,7 @@ export const useContinueSessionProcessMutation = (
           json: {
             projectId: projectId,
             baseSessionId: baseSessionId,
-            continueMessage: options.message,
+            input: options.input,
           },
         },
         {
diff --git a/src/app/projects/[projectId]/components/newChat/NewChat.tsx b/src/app/projects/[projectId]/components/newChat/NewChat.tsx
index 7d1f9ae..9838fa5 100644
--- a/src/app/projects/[projectId]/components/newChat/NewChat.tsx
+++ b/src/app/projects/[projectId]/components/newChat/NewChat.tsx
@@ -1,7 +1,11 @@
 import { Trans, useLingui } from "@lingui/react";
 import type { FC } from "react";
 import { useConfig } from "../../../../hooks/useConfig";
-import { ChatInput, useCreateSessionProcessMutation } from "../chatForm";
+import {
+  ChatInput,
+  type MessageInput,
+  useCreateSessionProcessMutation,
+} from "../chatForm";
 
 export const NewChat: FC<{
   projectId: string;
@@ -14,8 +18,8 @@ export const NewChat: FC<{
   );
   const { config } = useConfig();
 
-  const handleSubmit = async (message: string) => {
-    await createSessionProcess.mutateAsync({ message });
+  const handleSubmit = async (input: MessageInput) => {
+    await createSessionProcess.mutateAsync({ input });
   };
 
   const getPlaceholder = () => {
diff --git a/src/app/projects/[projectId]/sessions/[sessionId]/components/conversationList/UserConversationContent.tsx b/src/app/projects/[projectId]/sessions/[sessionId]/components/conversationList/UserConversationContent.tsx
index 760a4ba..1f3e63e 100644
--- a/src/app/projects/[projectId]/sessions/[sessionId]/components/conversationList/UserConversationContent.tsx
+++ b/src/app/projects/[projectId]/sessions/[sessionId]/components/conversationList/UserConversationContent.tsx
@@ -1,14 +1,23 @@
 import { Trans } from "@lingui/react";
-import { AlertCircle, Image as ImageIcon } from "lucide-react";
+import {
+  AlertCircle,
+  ChevronDown,
+  FileText,
+  Image as ImageIcon,
+} from "lucide-react";
 import type { FC } from "react";
 import { Badge } from "@/components/ui/badge";
 import {
   Card,
-  CardContent,
   CardDescription,
   CardHeader,
   CardTitle,
 } from "@/components/ui/card";
+import {
+  Collapsible,
+  CollapsibleContent,
+  CollapsibleTrigger,
+} from "@/components/ui/collapsible";
 import type { UserMessageContent } from "@/lib/conversation-schema/message/UserMessageSchema";
 import { UserTextContent } from "./UserTextContent";
 
@@ -28,38 +37,39 @@ export const UserConversationContent: FC<{
     if (content.source.type === "base64") {
       return (
         <Card
-          className="border-purple-200 bg-purple-50/50 dark:border-purple-800 dark:bg-purple-950/20"
+          className="border-purple-200 bg-purple-50/50 dark:border-purple-800 dark:bg-purple-950/20 mb-2 p-0 overflow-hidden"
           id={id}
         >
-          <CardHeader>
-            <div className="flex items-center gap-2">
-              <ImageIcon className="h-4 w-4 text-purple-600 dark:text-purple-400" />
-              <CardTitle className="text-sm font-medium">
-                <Trans id="user.content.image" message="Image" />
-              </CardTitle>
-              <Badge
-                variant="outline"
-                className="border-purple-300 text-purple-700 dark:border-purple-700 dark:text-purple-300"
-              >
-                {content.source.media_type}
-              </Badge>
-            </div>
-            <CardDescription className="text-xs">
-              <Trans
-                id="user.content.image.description"
-                message="User uploaded image content"
-              />
-            </CardDescription>
-          </CardHeader>
-          <CardContent>
-            <div className="rounded-lg border overflow-hidden bg-background">
-              <img
-                src={`data:${content.source.media_type};base64,${content.source.data}`}
-                alt="User uploaded content"
-                className="max-w-full h-auto max-h-96 object-contain"
-              />
-            </div>
-          </CardContent>
+          <Collapsible>
+            <CollapsibleTrigger asChild>
+              <div className="cursor-pointer hover:bg-purple-100/50 dark:hover:bg-purple-900/20 transition-colors px-3 py-1.5 group">
+                <div className="flex items-center gap-2">
+                  <ImageIcon className="h-4 w-4 text-purple-600 dark:text-purple-400" />
+                  <span className="text-sm font-medium">
+                    <Trans id="user.content.image" message="Image" />
+                  </span>
+                  <Badge
+                    variant="outline"
+                    className="border-purple-300 text-purple-700 dark:border-purple-700 dark:text-purple-300"
+                  >
+                    {content.source.media_type}
+                  </Badge>
+                  <ChevronDown className="h-4 w-4 text-muted-foreground transition-transform group-data-[state=open]:rotate-180 ml-auto" />
+                </div>
+              </div>
+            </CollapsibleTrigger>
+            <CollapsibleContent>
+              <div className="py-3 px-4 border-t border-purple-200 dark:border-purple-800">
+                <div className="rounded-lg border overflow-hidden bg-background">
+                  <img
+                    src={`data:${content.source.media_type};base64,${content.source.data}`}
+                    alt="User uploaded content"
+                    className="max-w-full h-auto max-h-96 object-contain"
+                  />
+                </div>
+              </div>
+            </CollapsibleContent>
+          </Collapsible>
         </Card>
       );
     }
@@ -93,6 +103,124 @@ export const UserConversationContent: FC<{
     );
   }
 
+  if (content.type === "document") {
+    if (content.source.type === "base64") {
+      // PDFの場合
+      if (content.source.media_type === "application/pdf") {
+        return (
+          <Card
+            className="border-blue-200 bg-blue-50/50 dark:border-blue-800 dark:bg-blue-950/20 mb-2 p-0 overflow-hidden"
+            id={id}
+          >
+            <Collapsible>
+              <CollapsibleTrigger asChild>
+                <div className="cursor-pointer hover:bg-blue-100/50 dark:hover:bg-blue-900/20 transition-colors px-3 py-1.5 group">
+                  <div className="flex items-center gap-2">
+                    <FileText className="h-4 w-4 text-blue-600 dark:text-blue-400" />
+                    <span className="text-sm font-medium">
+                      <Trans
+                        id="user.content.document.pdf"
+                        message="PDF Document"
+                      />
+                    </span>
+                    <Badge
+                      variant="outline"
+                      className="border-blue-300 text-blue-700 dark:border-blue-700 dark:text-blue-300"
+                    >
+                      {content.source.media_type}
+                    </Badge>
+                    <ChevronDown className="h-4 w-4 text-muted-foreground transition-transform group-data-[state=open]:rotate-180 ml-auto" />
+                  </div>
+                </div>
+              </CollapsibleTrigger>
+              <CollapsibleContent>
+                <div className="py-3 px-4 border-t border-blue-200 dark:border-blue-800">
+                  <div className="rounded-lg border overflow-hidden bg-background">
+                    <embed
+                      src={`data:${content.source.media_type};base64,${content.source.data}`}
+                      type="application/pdf"
+                      className="w-full h-[600px]"
+                    />
+                  </div>
+                </div>
+              </CollapsibleContent>
+            </Collapsible>
+          </Card>
+        );
+      }
+    }
+
+    if (content.source.type === "text") {
+      // テキストファイルの場合
+      return (
+        <Card
+          className="border-green-200 bg-green-50/50 dark:border-green-800 dark:bg-green-950/20 mb-2 p-0 overflow-hidden"
+          id={id}
+        >
+          <Collapsible>
+            <CollapsibleTrigger asChild>
+              <div className="cursor-pointer hover:bg-green-100/50 dark:hover:bg-green-900/20 transition-colors px-3 py-1.5 group">
+                <div className="flex items-center gap-2">
+                  <FileText className="h-4 w-4 text-green-600 dark:text-green-400" />
+                  <span className="text-sm font-medium">
+                    <Trans
+                      id="user.content.document.text"
+                      message="Text Document"
+                    />
+                  </span>
+                  <Badge
+                    variant="outline"
+                    className="border-green-300 text-green-700 dark:border-green-700 dark:text-green-300"
+                  >
+                    {content.source.media_type}
+                  </Badge>
+                  <ChevronDown className="h-4 w-4 text-muted-foreground transition-transform group-data-[state=open]:rotate-180 ml-auto" />
+                </div>
+              </div>
+            </CollapsibleTrigger>
+            <CollapsibleContent>
+              <div className="py-3 px-4 border-t border-green-200 dark:border-green-800">
+                <div className="rounded-lg border overflow-hidden bg-background">
+                  <pre className="p-4 text-sm overflow-auto max-h-96">
+                    {content.source.data}
+                  </pre>
+                </div>
+              </div>
+            </CollapsibleContent>
+          </Collapsible>
+        </Card>
+      );
+    }
+
+    return (
+      <Card
+        className="border-red-200 bg-red-50/50 dark:border-red-800 dark:bg-red-950/20"
+        id={id}
+      >
+        <CardHeader>
+          <div className="flex items-center gap-2">
+            <AlertCircle className="h-4 w-4 text-red-600 dark:text-red-400" />
+            <CardTitle className="text-sm font-medium">
+              <Trans
+                id="user.content.unsupported_document"
+                message="Unsupported Document"
+              />
+            </CardTitle>
+            <Badge variant="destructive">
+              <Trans id="common.error" message="Error" />
+            </Badge>
+          </div>
+          <CardDescription className="text-xs">
+            <Trans
+              id="user.content.unsupported_document.description"
+              message="Document type not supported for display"
+            />
+          </CardDescription>
+        </CardHeader>
+      </Card>
+    );
+  }
+
   if (content.type === "tool_result") {
     // ツール結果は Assistant の呼び出し側に添えるので
     return null;
diff --git a/src/app/projects/[projectId]/sessions/[sessionId]/components/resumeChat/ContinueChat.tsx b/src/app/projects/[projectId]/sessions/[sessionId]/components/resumeChat/ContinueChat.tsx
index 818a8d2..f078afe 100644
--- a/src/app/projects/[projectId]/sessions/[sessionId]/components/resumeChat/ContinueChat.tsx
+++ b/src/app/projects/[projectId]/sessions/[sessionId]/components/resumeChat/ContinueChat.tsx
@@ -3,6 +3,7 @@ import type { FC } from "react";
 import { useConfig } from "../../../../../../hooks/useConfig";
 import {
   ChatInput,
+  type MessageInput,
   useContinueSessionProcessMutation,
 } from "../../../../components/chatForm";
 
@@ -18,8 +19,8 @@ export const ContinueChat: FC<{
   );
   const { config } = useConfig();
 
-  const handleSubmit = async (message: string) => {
-    await continueSessionProcess.mutateAsync({ message, sessionProcessId });
+  const handleSubmit = async (input: MessageInput) => {
+    await continueSessionProcess.mutateAsync({ input, sessionProcessId });
   };
 
   const getPlaceholder = () => {
diff --git a/src/app/projects/[projectId]/sessions/[sessionId]/components/resumeChat/ResumeChat.tsx b/src/app/projects/[projectId]/sessions/[sessionId]/components/resumeChat/ResumeChat.tsx
index 9245b4d..f14bb31 100644
--- a/src/app/projects/[projectId]/sessions/[sessionId]/components/resumeChat/ResumeChat.tsx
+++ b/src/app/projects/[projectId]/sessions/[sessionId]/components/resumeChat/ResumeChat.tsx
@@ -3,6 +3,7 @@ import type { FC } from "react";
 import { useConfig } from "../../../../../../hooks/useConfig";
 import {
   ChatInput,
+  type MessageInput,
   useCreateSessionProcessMutation,
 } from "../../../../components/chatForm";
 
@@ -14,9 +15,9 @@ export const ResumeChat: FC<{
   const createSessionProcess = useCreateSessionProcessMutation(projectId);
   const { config } = useConfig();
 
-  const handleSubmit = async (message: string) => {
+  const handleSubmit = async (input: MessageInput) => {
     await createSessionProcess.mutateAsync({
-      message,
+      input,
       baseSessionId: sessionId,
     });
   };
diff --git a/src/lib/conversation-schema/content/DocumentContentSchema.ts b/src/lib/conversation-schema/content/DocumentContentSchema.ts
new file mode 100644
index 0000000..e842019
--- /dev/null
+++ b/src/lib/conversation-schema/content/DocumentContentSchema.ts
@@ -0,0 +1,17 @@
+import { z } from "zod";
+
+export const DocumentContentSchema = z.object({
+  type: z.literal("document"),
+  source: z.union([
+    z.object({
+      media_type: z.literal("text/plain"),
+      type: z.literal("text"),
+      data: z.string(),
+    }),
+    z.object({
+      media_type: z.enum(["application/pdf"]),
+      type: z.literal("base64"),
+      data: z.string(),
+    }),
+  ]),
+});
diff --git a/src/lib/conversation-schema/content/ImageContentSchema.ts b/src/lib/conversation-schema/content/ImageContentSchema.ts
index d9ffd2b..14d84cc 100644
--- a/src/lib/conversation-schema/content/ImageContentSchema.ts
+++ b/src/lib/conversation-schema/content/ImageContentSchema.ts
@@ -5,6 +5,6 @@ export const ImageContentSchema = z.object({
   source: z.object({
     type: z.literal("base64"),
     data: z.string(),
-    media_type: z.enum(["image/png"]),
+    media_type: z.enum(["image/png", "image/jpeg", "image/gif", "image/webp"]),
   }),
 });
diff --git a/src/lib/conversation-schema/message/UserMessageSchema.ts b/src/lib/conversation-schema/message/UserMessageSchema.ts
index 129fb72..233a93a 100644
--- a/src/lib/conversation-schema/message/UserMessageSchema.ts
+++ b/src/lib/conversation-schema/message/UserMessageSchema.ts
@@ -1,4 +1,5 @@
 import { z } from "zod";
+import { DocumentContentSchema } from "../content/DocumentContentSchema";
 import { ImageContentSchema } from "../content/ImageContentSchema";
 import { TextContentSchema } from "../content/TextContentSchema";
 import { ToolResultContentSchema } from "../content/ToolResultContentSchema";
@@ -8,6 +9,7 @@ const UserMessageContentSchema = z.union([
   TextContentSchema,
   ToolResultContentSchema,
   ImageContentSchema,
+  DocumentContentSchema,
 ]);
 
 export type UserMessageContent = z.infer<typeof UserMessageContentSchema>;
diff --git a/src/lib/i18n/locales/en/messages.json b/src/lib/i18n/locales/en/messages.json
index c7cbfb1..88a8354 100644
--- a/src/lib/i18n/locales/en/messages.json
+++ b/src/lib/i18n/locales/en/messages.json
@@ -772,7 +772,7 @@
     "origin": [["src/components/scheduler/CronExpressionBuilder.tsx", 183]]
   },
   "user.content.image": {
-    "message": "Image",
+    "message": "Attached Image",
     "placeholders": {},
     "comments": [],
     "origin": [
@@ -781,7 +781,7 @@
         39
       ]
     ],
-    "translation": "Image"
+    "translation": "Attached Image"
   },
   "assistant.tool.input_parameters": {
     "message": "Input Parameters",
@@ -1569,7 +1569,7 @@
     "translation": "Unsupported Media"
   },
   "user.content.image.description": {
-    "message": "User uploaded image content",
+    "message": "Image attached by user",
     "placeholders": {},
     "comments": [],
     "origin": [
@@ -1578,7 +1578,55 @@
         49
       ]
     ],
-    "translation": "User uploaded image content"
+    "translation": "Image attached by user"
+  },
+  "user.content.document.pdf": {
+    "message": "PDF Document",
+    "placeholders": {},
+    "comments": [],
+    "origin": [
+      [
+        "src/app/projects/[projectId]/sessions/[sessionId]/components/conversationList/UserConversationContent.tsx",
+        121
+      ]
+    ],
+    "translation": "PDF Document"
+  },
+  "user.content.document.text": {
+    "message": "Text Document",
+    "placeholders": {},
+    "comments": [],
+    "origin": [
+      [
+        "src/app/projects/[projectId]/sessions/[sessionId]/components/conversationList/UserConversationContent.tsx",
+        163
+      ]
+    ],
+    "translation": "Text Document"
+  },
+  "user.content.unsupported_document": {
+    "message": "Unsupported Document",
+    "placeholders": {},
+    "comments": [],
+    "origin": [
+      [
+        "src/app/projects/[projectId]/sessions/[sessionId]/components/conversationList/UserConversationContent.tsx",
+        200
+      ]
+    ],
+    "translation": "Unsupported Document"
+  },
+  "user.content.unsupported_document.description": {
+    "message": "Document type not supported for display",
+    "placeholders": {},
+    "comments": [],
+    "origin": [
+      [
+        "src/app/projects/[projectId]/sessions/[sessionId]/components/conversationList/UserConversationContent.tsx",
+        210
+      ]
+    ],
+    "translation": "Document type not supported for display"
   },
   "system_info.feature.agent_sdk.description": {
     "message": "Uses Claude Agent SDK instead of Claude Code SDK (v1.0.125+)",
diff --git a/src/lib/i18n/locales/en/messages.ts b/src/lib/i18n/locales/en/messages.ts
index d9e03cc..e1badd9 100644
--- a/src/lib/i18n/locales/en/messages.ts
+++ b/src/lib/i18n/locales/en/messages.ts
@@ -1 +1 @@
-/*eslint-disable*/import type{Messages}from"@lingui/core";export const messages=JSON.parse("{\"Available commands\":[\"Available commands\"],\"Available files and directories\":[\"Available files and directories\"],\"Close sidebar\":[\"Close sidebar\"],\"Compare from\":[\"Compare from\"],\"Compare to\":[\"Compare to\"],\"Failed to commit\":[\"Failed to commit\"],\"Failed to commit and push\":[\"Failed to commit and push\"],\"Failed to push\":[\"Failed to push\"],\"Message input with completion support\":[\"Message input with completion support\"],\"Reload MCP servers\":[\"Reload MCP servers\"],\"Retry Push\":[\"Retry Push\"],\"Select enter key behavior\":[\"Select enter key behavior\"],\"Select language\":[\"Select language\"],\"Select permission mode\":[\"Select permission mode\"],\"Select theme\":[\"Select theme\"],\"Type your message here... (Start with / for commands, @ for files, Command+Enter to send)\":[\"Type your message here... (Start with / for commands, @ for files, Command+Enter to send)\"],\"Type your message here... (Start with / for commands, @ for files, Enter to send)\":[\"Type your message here... (Start with / for commands, @ for files, Enter to send)\"],\"Type your message here... (Start with / for commands, @ for files, Shift+Enter to send)\":[\"Type your message here... (Start with / for commands, @ for files, Shift+Enter to send)\"],\"Type your message... (Start with / for commands, @ for files, Command+Enter to send)\":[\"Type your message... (Start with / for commands, @ for files, Command+Enter to send)\"],\"Type your message... (Start with / for commands, @ for files, Enter to send)\":[\"Type your message... (Start with / for commands, @ for files, Enter to send)\"],\"Type your message... (Start with / for commands, @ for files, Shift+Enter to send)\":[\"Type your message... (Start with / for commands, @ for files, Shift+Enter to send)\"],\"Uncommitted changes\":[\"Uncommitted changes\"],\"assistant.thinking\":[\"Thinking\"],\"assistant.tool.input_parameters\":[\"Input Parameters\"],\"assistant.tool.message_count\":[[\"count\"],\" messages\"],\"assistant.tool.result\":[\"Tool Result\"],\"assistant.tool.task_id\":[\"Task ID\"],\"assistant.tool.tool_id\":[\"Tool ID\"],\"assistant.tool.view_task\":[\"View Task\"],\"assistant.tool.view_task_details\":[\"View Task\"],\"chat.autocomplete.active\":[\"Autocomplete active\"],\"chat.button.start\":[\"Start Chat\"],\"chat.error.send_failed\":[\"Failed to send message. Please try again.\"],\"chat.modal.title\":[\"Start New Chat\"],\"chat.resume\":[\"Resume\"],\"chat.send\":[\"Send\"],\"chat.status.processing\":[\"Processing...\"],\"common.action.cancel\":[\"Cancel\"],\"common.error\":[\"Error\"],\"common.loading\":[\"Loading...\"],\"conversation.error.raw_content\":[\"Raw Content:\"],\"conversation.error.report_issue\":[\"Report this issue\"],\"conversation.error.schema\":[\"Schema Error\"],\"conversation.error.schema_validation\":[\"Schema Validation Error\"],\"conversation.error.schema_validation.description\":[\"This conversation entry failed to parse correctly. This might indicate a format change or parsing issue.\"],\"cron_builder.cron_expression\":[\"Cron Expression\"],\"cron_builder.custom\":[\"Custom\"],\"cron_builder.daily\":[\"Daily\"],\"cron_builder.day_of_week\":[\"Day of Week\"],\"cron_builder.expression\":[\"Expression\"],\"cron_builder.friday\":[\"Friday\"],\"cron_builder.hour\":[\"Hour (0-23)\"],\"cron_builder.hourly\":[\"Hourly\"],\"cron_builder.minute\":[\"Minute (0-59)\"],\"cron_builder.monday\":[\"Monday\"],\"cron_builder.preview\":[\"Preview\"],\"cron_builder.saturday\":[\"Saturday\"],\"cron_builder.schedule_type\":[\"Schedule Type\"],\"cron_builder.sunday\":[\"Sunday\"],\"cron_builder.thursday\":[\"Thursday\"],\"cron_builder.tuesday\":[\"Tuesday\"],\"cron_builder.wednesday\":[\"Wednesday\"],\"cron_builder.weekly\":[\"Weekly\"],\"diff.commit\":[\"Commit\"],\"diff.commit.changes\":[\"Commit Changes\"],\"diff.commit.message\":[\"Commit message\"],\"diff.commit.push\":[\"Commit & Push\"],\"diff.committing\":[\"Committing...\"],\"diff.committing.pushing\":[\"Committing & Pushing...\"],\"diff.deselect.all\":[\"Deselect All\"],\"diff.enter.message\":[\"Enter a commit message\"],\"diff.files\":[\"files\"],\"diff.files.changed\":[\"files changed\"],\"diff.loading\":[\"Loading diff...\"],\"diff.push\":[\"Push\"],\"diff.pushing\":[\"Pushing...\"],\"diff.select.all\":[\"Select All\"],\"diff.select.file\":[\"Select at least one file\"],\"directory_picker.current\":[\"Current:\"],\"directory_picker.loading\":[\"Loading...\"],\"directory_picker.no_directories\":[\"No directories found\"],\"directory_picker.select\":[\"Select This Directory\"],\"mcp.error.load_failed\":[\"Failed to load MCP servers: \",[\"error\"]],\"mcp.no.servers\":[\"No MCP servers found\"],\"mcp.title\":[\"MCP Servers\"],\"notfound.button.go_home\":[\"Go to Home\"],\"notfound.default.description\":[\"The page you are looking for does not exist or has been moved.\"],\"notfound.default.title\":[\"Page Not Found\"],\"notfound.project.description\":[\"The project you are looking for does not exist.\"],\"notfound.project.title\":[\"Project Not Found\"],\"notfound.session.description\":[\"The session you are looking for does not exist.\"],\"notfound.session.title\":[\"Session Not Found\"],\"notification.beep\":[\"Beep\"],\"notification.chime\":[\"Chime\"],\"notification.description\":[\"Select a sound to play when a task completes\"],\"notification.none\":[\"None\"],\"notification.ping\":[\"Ping\"],\"notification.pop\":[\"Pop\"],\"notification.test\":[\"Test\"],\"project.create.action.create\":[\"Create Project\"],\"project.create.action.creating\":[\"Creating...\"],\"project.create.description\":[\"Select a directory to initialize as a Claude Code project. This will run <0>/init</0> in the selected directory.\"],\"project.create.selected_directory\":[\"Selected directory:\"],\"project.create.title\":[\"Create New Project\"],\"project.error.back_to_projects\":[\"Back to Projects\"],\"project.error.description\":[\"We encountered an error while loading this project\"],\"project.error.details_title\":[\"Error Details\"],\"project.error.error_id\":[\"Error ID:\"],\"project.error.title\":[\"Failed to load project\"],\"project.error.try_again\":[\"Try Again\"],\"project.new\":[\"New Project\"],\"project.not_found.back_to_projects\":[\"Back to Projects\"],\"project.not_found.description\":[\"The project you are looking for does not exist or has been removed\"],\"project.not_found.title\":[\"Project Not Found\"],\"project_list.last_modified\":[\"Last modified:\"],\"project_list.messages\":[\"Messages:\"],\"project_list.no_projects.description\":[\"No Claude Code projects found in your ~/.claude/projects directory. Start a conversation with Claude Code to create your first project.\"],\"project_list.no_projects.title\":[\"No projects found\"],\"project_list.view_conversations\":[\"View Conversations\"],\"projects.page.description\":[\"Browse your Claude Code conversation history and project interactions\"],\"projects.page.loading\":[\"Loading projects...\"],\"projects.page.title\":[\"Your Projects\"],\"session.conversation.abort\":[\"Abort\"],\"session.conversation.in.progress\":[\"Conversation is in progress...\"],\"session.conversation.paused\":[\"Conversation is paused...\"],\"session.processing\":[\"Claude Code is processing...\"],\"session.status.paused\":[\"Paused\"],\"session.status.running\":[\"Running\"],\"sessions.load.more\":[\"Load More\"],\"sessions.new\":[\"New\"],\"sessions.title\":[\"Sessions\"],\"sessions.total\":[\"total\"],\"settings.description\":[\"Display and behavior preferences\"],\"settings.input.enter_key_behavior\":[\"Enter Key Behavior\"],\"settings.input.enter_key_behavior.command_enter\":[\"Command+Enter to send\"],\"settings.input.enter_key_behavior.description\":[\"Choose how the Enter key behaves in message input\"],\"settings.input.enter_key_behavior.enter\":[\"Enter to send\"],\"settings.input.enter_key_behavior.shift_enter\":[\"Shift+Enter to send (default)\"],\"settings.loading\":[\"Loading settings...\"],\"settings.locale\":[\"Language\"],\"settings.locale.description\":[\"Choose your preferred language\"],\"settings.locale.en\":[\"English\"],\"settings.locale.ja\":[\"日本語\"],\"settings.notifications\":[\"Notifications\"],\"settings.permission.mode\":[\"Permission Mode\"],\"settings.permission.mode.accept_edits\":[\"Accept Edits (Auto-approve file edits)\"],\"settings.permission.mode.bypass_permissions\":[\"Bypass Permissions (No prompts)\"],\"settings.permission.mode.default\":[\"Default (Ask permission)\"],\"settings.permission.mode.description\":[\"Control how Claude Code handles permission requests for file operations\"],\"settings.permission.mode.plan\":[\"Plan Mode (Planning only)\"],\"settings.section.notifications\":[\"Notifications\"],\"settings.section.session_display\":[\"Session Display\"],\"settings.section.system_info\":[\"System Information\"],\"settings.session.display\":[\"Session Display\"],\"settings.session.hide_no_user_message\":[\"Hide sessions without user messages\"],\"settings.session.hide_no_user_message.description\":[\"Only show sessions that contain user commands or messages\"],\"settings.session.unify_same_title\":[\"Unify sessions with same title\"],\"settings.session.unify_same_title.description\":[\"Show only the latest session when multiple sessions have the same title\"],\"settings.tab.title\":[\"Settings for display and notifications\"],\"settings.theme\":[\"Theme\"],\"settings.theme.dark\":[\"Dark\"],\"settings.theme.description\":[\"Choose your preferred color theme\"],\"settings.theme.light\":[\"Light\"],\"settings.theme.system\":[\"System\"],\"settings.title\":[\"Settings\"],\"sidebar.back.to.projects\":[\"Back to projects\"],\"sidebar.show.mcp.settings\":[\"Show MCP server settings\"],\"sidebar.show.session.list\":[\"Show session list\"],\"system.info.tab.title\":[\"Show system information\"],\"system_info.available_features\":[\"Available Features\"],\"system_info.claude_code\":[\"Claude Code\"],\"system_info.description\":[\"Version and feature information\"],\"system_info.executable_path\":[\"Executable\"],\"system_info.feature.agent_sdk.description\":[\"Uses Claude Agent SDK instead of Claude Code SDK (v1.0.125+)\"],\"system_info.feature.agent_sdk.title\":[\"Claude Agent SDK\"],\"system_info.feature.can_use_tool.description\":[\"Dynamically control tool usage permissions and request user approval before tool execution (v1.0.82+)\"],\"system_info.feature.can_use_tool.title\":[\"Tool Use Permission Control\"],\"system_info.feature.unknown.description\":[\"Feature information not available\"],\"system_info.feature.uuid_on_sdk_message.description\":[\"Adds unique identifiers to SDK messages for better tracking (v1.0.86+)\"],\"system_info.feature.uuid_on_sdk_message.title\":[\"Message UUID Support\"],\"system_info.loading\":[\"Loading system information...\"],\"system_info.title\":[\"System Information\"],\"system_info.unknown\":[\"Unknown\"],\"system_info.version_label\":[\"Version\"],\"system_info.viewer_version\":[\"Claude Code Viewer\"],\"user.content.image\":[\"Image\"],\"user.content.image.description\":[\"User uploaded image content\"],\"user.content.unsupported_media\":[\"Unsupported Media\"],\"user.content.unsupported_media.description\":[\"Media type not supported for display\"]}")as Messages;
\ No newline at end of file
+/*eslint-disable*/import type{Messages}from"@lingui/core";export const messages=JSON.parse("{\"Available commands\":[\"Available commands\"],\"Available files and directories\":[\"Available files and directories\"],\"Close sidebar\":[\"Close sidebar\"],\"Compare from\":[\"Compare from\"],\"Compare to\":[\"Compare to\"],\"Failed to commit\":[\"Failed to commit\"],\"Failed to commit and push\":[\"Failed to commit and push\"],\"Failed to push\":[\"Failed to push\"],\"Message input with completion support\":[\"Message input with completion support\"],\"Reload MCP servers\":[\"Reload MCP servers\"],\"Retry Push\":[\"Retry Push\"],\"Select enter key behavior\":[\"Select enter key behavior\"],\"Select language\":[\"Select language\"],\"Select permission mode\":[\"Select permission mode\"],\"Select theme\":[\"Select theme\"],\"Type your message here... (Start with / for commands, @ for files, Command+Enter to send)\":[\"Type your message here... (Start with / for commands, @ for files, Command+Enter to send)\"],\"Type your message here... (Start with / for commands, @ for files, Enter to send)\":[\"Type your message here... (Start with / for commands, @ for files, Enter to send)\"],\"Type your message here... (Start with / for commands, @ for files, Shift+Enter to send)\":[\"Type your message here... (Start with / for commands, @ for files, Shift+Enter to send)\"],\"Type your message... (Start with / for commands, @ for files, Command+Enter to send)\":[\"Type your message... (Start with / for commands, @ for files, Command+Enter to send)\"],\"Type your message... (Start with / for commands, @ for files, Enter to send)\":[\"Type your message... (Start with / for commands, @ for files, Enter to send)\"],\"Type your message... (Start with / for commands, @ for files, Shift+Enter to send)\":[\"Type your message... (Start with / for commands, @ for files, Shift+Enter to send)\"],\"Uncommitted changes\":[\"Uncommitted changes\"],\"assistant.thinking\":[\"Thinking\"],\"assistant.tool.input_parameters\":[\"Input Parameters\"],\"assistant.tool.message_count\":[[\"count\"],\" messages\"],\"assistant.tool.result\":[\"Tool Result\"],\"assistant.tool.task_id\":[\"Task ID\"],\"assistant.tool.tool_id\":[\"Tool ID\"],\"assistant.tool.view_task\":[\"View Task\"],\"assistant.tool.view_task_details\":[\"View Task\"],\"chat.autocomplete.active\":[\"Autocomplete active\"],\"chat.button.start\":[\"Start Chat\"],\"chat.error.send_failed\":[\"Failed to send message. Please try again.\"],\"chat.modal.title\":[\"Start New Chat\"],\"chat.resume\":[\"Resume\"],\"chat.send\":[\"Send\"],\"chat.status.processing\":[\"Processing...\"],\"common.action.cancel\":[\"Cancel\"],\"common.error\":[\"Error\"],\"common.loading\":[\"Loading...\"],\"conversation.error.raw_content\":[\"Raw Content:\"],\"conversation.error.report_issue\":[\"Report this issue\"],\"conversation.error.schema\":[\"Schema Error\"],\"conversation.error.schema_validation\":[\"Schema Validation Error\"],\"conversation.error.schema_validation.description\":[\"This conversation entry failed to parse correctly. This might indicate a format change or parsing issue.\"],\"cron_builder.cron_expression\":[\"Cron Expression\"],\"cron_builder.custom\":[\"Custom\"],\"cron_builder.daily\":[\"Daily\"],\"cron_builder.day_of_week\":[\"Day of Week\"],\"cron_builder.expression\":[\"Expression\"],\"cron_builder.friday\":[\"Friday\"],\"cron_builder.hour\":[\"Hour (0-23)\"],\"cron_builder.hourly\":[\"Hourly\"],\"cron_builder.minute\":[\"Minute (0-59)\"],\"cron_builder.monday\":[\"Monday\"],\"cron_builder.preview\":[\"Preview\"],\"cron_builder.saturday\":[\"Saturday\"],\"cron_builder.schedule_type\":[\"Schedule Type\"],\"cron_builder.sunday\":[\"Sunday\"],\"cron_builder.thursday\":[\"Thursday\"],\"cron_builder.tuesday\":[\"Tuesday\"],\"cron_builder.wednesday\":[\"Wednesday\"],\"cron_builder.weekly\":[\"Weekly\"],\"diff.commit\":[\"Commit\"],\"diff.commit.changes\":[\"Commit Changes\"],\"diff.commit.message\":[\"Commit message\"],\"diff.commit.push\":[\"Commit & Push\"],\"diff.committing\":[\"Committing...\"],\"diff.committing.pushing\":[\"Committing & Pushing...\"],\"diff.deselect.all\":[\"Deselect All\"],\"diff.enter.message\":[\"Enter a commit message\"],\"diff.files\":[\"files\"],\"diff.files.changed\":[\"files changed\"],\"diff.loading\":[\"Loading diff...\"],\"diff.push\":[\"Push\"],\"diff.pushing\":[\"Pushing...\"],\"diff.select.all\":[\"Select All\"],\"diff.select.file\":[\"Select at least one file\"],\"directory_picker.current\":[\"Current:\"],\"directory_picker.loading\":[\"Loading...\"],\"directory_picker.no_directories\":[\"No directories found\"],\"directory_picker.select\":[\"Select This Directory\"],\"mcp.error.load_failed\":[\"Failed to load MCP servers: \",[\"error\"]],\"mcp.no.servers\":[\"No MCP servers found\"],\"mcp.title\":[\"MCP Servers\"],\"notfound.button.go_home\":[\"Go to Home\"],\"notfound.default.description\":[\"The page you are looking for does not exist or has been moved.\"],\"notfound.default.title\":[\"Page Not Found\"],\"notfound.project.description\":[\"The project you are looking for does not exist.\"],\"notfound.project.title\":[\"Project Not Found\"],\"notfound.session.description\":[\"The session you are looking for does not exist.\"],\"notfound.session.title\":[\"Session Not Found\"],\"notification.beep\":[\"Beep\"],\"notification.chime\":[\"Chime\"],\"notification.description\":[\"Select a sound to play when a task completes\"],\"notification.none\":[\"None\"],\"notification.ping\":[\"Ping\"],\"notification.pop\":[\"Pop\"],\"notification.test\":[\"Test\"],\"project.create.action.create\":[\"Create Project\"],\"project.create.action.creating\":[\"Creating...\"],\"project.create.description\":[\"Select a directory to initialize as a Claude Code project. This will run <0>/init</0> in the selected directory.\"],\"project.create.selected_directory\":[\"Selected directory:\"],\"project.create.title\":[\"Create New Project\"],\"project.error.back_to_projects\":[\"Back to Projects\"],\"project.error.description\":[\"We encountered an error while loading this project\"],\"project.error.details_title\":[\"Error Details\"],\"project.error.error_id\":[\"Error ID:\"],\"project.error.title\":[\"Failed to load project\"],\"project.error.try_again\":[\"Try Again\"],\"project.new\":[\"New Project\"],\"project.not_found.back_to_projects\":[\"Back to Projects\"],\"project.not_found.description\":[\"The project you are looking for does not exist or has been removed\"],\"project.not_found.title\":[\"Project Not Found\"],\"project_list.last_modified\":[\"Last modified:\"],\"project_list.messages\":[\"Messages:\"],\"project_list.no_projects.description\":[\"No Claude Code projects found in your ~/.claude/projects directory. Start a conversation with Claude Code to create your first project.\"],\"project_list.no_projects.title\":[\"No projects found\"],\"project_list.view_conversations\":[\"View Conversations\"],\"projects.page.description\":[\"Browse your Claude Code conversation history and project interactions\"],\"projects.page.loading\":[\"Loading projects...\"],\"projects.page.title\":[\"Your Projects\"],\"session.conversation.abort\":[\"Abort\"],\"session.conversation.in.progress\":[\"Conversation is in progress...\"],\"session.conversation.paused\":[\"Conversation is paused...\"],\"session.processing\":[\"Claude Code is processing...\"],\"session.status.paused\":[\"Paused\"],\"session.status.running\":[\"Running\"],\"sessions.load.more\":[\"Load More\"],\"sessions.new\":[\"New\"],\"sessions.title\":[\"Sessions\"],\"sessions.total\":[\"total\"],\"settings.description\":[\"Display and behavior preferences\"],\"settings.input.enter_key_behavior\":[\"Enter Key Behavior\"],\"settings.input.enter_key_behavior.command_enter\":[\"Command+Enter to send\"],\"settings.input.enter_key_behavior.description\":[\"Choose how the Enter key behaves in message input\"],\"settings.input.enter_key_behavior.enter\":[\"Enter to send\"],\"settings.input.enter_key_behavior.shift_enter\":[\"Shift+Enter to send (default)\"],\"settings.loading\":[\"Loading settings...\"],\"settings.locale\":[\"Language\"],\"settings.locale.description\":[\"Choose your preferred language\"],\"settings.locale.en\":[\"English\"],\"settings.locale.ja\":[\"日本語\"],\"settings.notifications\":[\"Notifications\"],\"settings.permission.mode\":[\"Permission Mode\"],\"settings.permission.mode.accept_edits\":[\"Accept Edits (Auto-approve file edits)\"],\"settings.permission.mode.bypass_permissions\":[\"Bypass Permissions (No prompts)\"],\"settings.permission.mode.default\":[\"Default (Ask permission)\"],\"settings.permission.mode.description\":[\"Control how Claude Code handles permission requests for file operations\"],\"settings.permission.mode.plan\":[\"Plan Mode (Planning only)\"],\"settings.section.notifications\":[\"Notifications\"],\"settings.section.session_display\":[\"Session Display\"],\"settings.section.system_info\":[\"System Information\"],\"settings.session.display\":[\"Session Display\"],\"settings.session.hide_no_user_message\":[\"Hide sessions without user messages\"],\"settings.session.hide_no_user_message.description\":[\"Only show sessions that contain user commands or messages\"],\"settings.session.unify_same_title\":[\"Unify sessions with same title\"],\"settings.session.unify_same_title.description\":[\"Show only the latest session when multiple sessions have the same title\"],\"settings.tab.title\":[\"Settings for display and notifications\"],\"settings.theme\":[\"Theme\"],\"settings.theme.dark\":[\"Dark\"],\"settings.theme.description\":[\"Choose your preferred color theme\"],\"settings.theme.light\":[\"Light\"],\"settings.theme.system\":[\"System\"],\"settings.title\":[\"Settings\"],\"sidebar.back.to.projects\":[\"Back to projects\"],\"sidebar.show.mcp.settings\":[\"Show MCP server settings\"],\"sidebar.show.session.list\":[\"Show session list\"],\"system.info.tab.title\":[\"Show system information\"],\"system_info.available_features\":[\"Available Features\"],\"system_info.claude_code\":[\"Claude Code\"],\"system_info.description\":[\"Version and feature information\"],\"system_info.executable_path\":[\"Executable\"],\"system_info.feature.agent_sdk.description\":[\"Uses Claude Agent SDK instead of Claude Code SDK (v1.0.125+)\"],\"system_info.feature.agent_sdk.title\":[\"Claude Agent SDK\"],\"system_info.feature.can_use_tool.description\":[\"Dynamically control tool usage permissions and request user approval before tool execution (v1.0.82+)\"],\"system_info.feature.can_use_tool.title\":[\"Tool Use Permission Control\"],\"system_info.feature.unknown.description\":[\"Feature information not available\"],\"system_info.feature.uuid_on_sdk_message.description\":[\"Adds unique identifiers to SDK messages for better tracking (v1.0.86+)\"],\"system_info.feature.uuid_on_sdk_message.title\":[\"Message UUID Support\"],\"system_info.loading\":[\"Loading system information...\"],\"system_info.title\":[\"System Information\"],\"system_info.unknown\":[\"Unknown\"],\"system_info.version_label\":[\"Version\"],\"system_info.viewer_version\":[\"Claude Code Viewer\"],\"user.content.image\":[\"Attached Image\"],\"user.content.image.description\":[\"Image attached by user\"],\"user.content.unsupported_media\":[\"Unsupported Media\"],\"user.content.unsupported_media.description\":[\"Media type not supported for display\"]}")as Messages;
\ No newline at end of file
diff --git a/src/lib/i18n/locales/ja/messages.json b/src/lib/i18n/locales/ja/messages.json
index 1d37d10..7b669f2 100644
--- a/src/lib/i18n/locales/ja/messages.json
+++ b/src/lib/i18n/locales/ja/messages.json
@@ -772,7 +772,7 @@
     "origin": [["src/components/scheduler/CronExpressionBuilder.tsx", 183]]
   },
   "user.content.image": {
-    "message": "Image",
+    "message": "Attached Image",
     "placeholders": {},
     "comments": [],
     "origin": [
@@ -781,7 +781,7 @@
         39
       ]
     ],
-    "translation": "画像"
+    "translation": "添付画像"
   },
   "assistant.tool.input_parameters": {
     "message": "Input Parameters",
@@ -1569,7 +1569,7 @@
     "translation": "サポートされていないメディア"
   },
   "user.content.image.description": {
-    "message": "User uploaded image content",
+    "message": "Image attached by user",
     "placeholders": {},
     "comments": [],
     "origin": [
@@ -1578,7 +1578,55 @@
         49
       ]
     ],
-    "translation": "ユーザーがアップロードした画像コンテンツ"
+    "translation": "ユーザーが添付した画像"
+  },
+  "user.content.document.pdf": {
+    "message": "PDF Document",
+    "placeholders": {},
+    "comments": [],
+    "origin": [
+      [
+        "src/app/projects/[projectId]/sessions/[sessionId]/components/conversationList/UserConversationContent.tsx",
+        121
+      ]
+    ],
+    "translation": "PDF文書"
+  },
+  "user.content.document.text": {
+    "message": "Text Document",
+    "placeholders": {},
+    "comments": [],
+    "origin": [
+      [
+        "src/app/projects/[projectId]/sessions/[sessionId]/components/conversationList/UserConversationContent.tsx",
+        163
+      ]
+    ],
+    "translation": "テキスト文書"
+  },
+  "user.content.unsupported_document": {
+    "message": "Unsupported Document",
+    "placeholders": {},
+    "comments": [],
+    "origin": [
+      [
+        "src/app/projects/[projectId]/sessions/[sessionId]/components/conversationList/UserConversationContent.tsx",
+        200
+      ]
+    ],
+    "translation": "サポートされていない文書"
+  },
+  "user.content.unsupported_document.description": {
+    "message": "Document type not supported for display",
+    "placeholders": {},
+    "comments": [],
+    "origin": [
+      [
+        "src/app/projects/[projectId]/sessions/[sessionId]/components/conversationList/UserConversationContent.tsx",
+        210
+      ]
+    ],
+    "translation": "文書タイプは表示がサポートされていません"
   },
   "system_info.feature.agent_sdk.description": {
     "message": "Uses Claude Agent SDK instead of Claude Code SDK (v1.0.125+)",
diff --git a/src/lib/i18n/locales/ja/messages.ts b/src/lib/i18n/locales/ja/messages.ts
index 45ef674..5432f65 100644
--- a/src/lib/i18n/locales/ja/messages.ts
+++ b/src/lib/i18n/locales/ja/messages.ts
@@ -1 +1 @@
-/*eslint-disable*/import type{Messages}from"@lingui/core";export const messages=JSON.parse("{\"Available commands\":[\"利用可能なコマンド\"],\"Available files and directories\":[\"利用可能なファイルとディレクトリ\"],\"Close sidebar\":[\"サイドバーを閉じる\"],\"Compare from\":[\"比較元\"],\"Compare to\":[\"比較先\"],\"Failed to commit\":[\"コミットに失敗しました\"],\"Failed to commit and push\":[\"コミットとプッシュに失敗しました\"],\"Failed to push\":[\"プッシュに失敗しました\"],\"Message input with completion support\":[\"補完機能付きメッセージ入力\"],\"Reload MCP servers\":[\"MCPサーバーを再読み込み\"],\"Retry Push\":[\"プッシュを再試行\"],\"Select enter key behavior\":[\"Enterキーの動作を選択\"],\"Select language\":[\"言語を選択\"],\"Select permission mode\":[\"権限モードを選択\"],\"Select theme\":[\"テーマを選択\"],\"Type your message here... (Start with / for commands, @ for files, Command+Enter to send)\":[\"ここにメッセージを入力... （/でコマンド、@でファイル、Command+Enterで送信）\"],\"Type your message here... (Start with / for commands, @ for files, Enter to send)\":[\"ここにメッセージを入力... （/でコマンド、@でファイル、Enterで送信）\"],\"Type your message here... (Start with / for commands, @ for files, Shift+Enter to send)\":[\"ここにメッセージを入力... （/でコマンド、@でファイル、Shift+Enterで送信）\"],\"Type your message... (Start with / for commands, @ for files, Command+Enter to send)\":[\"メッセージを入力... （/でコマンド、@でファイル、Command+Enterで送信）\"],\"Type your message... (Start with / for commands, @ for files, Enter to send)\":[\"メッセージを入力... （/でコマンド、@でファイル、Enterで送信）\"],\"Type your message... (Start with / for commands, @ for files, Shift+Enter to send)\":[\"メッセージを入力... （/でコマンド、@でファイル、Shift+Enterで送信）\"],\"Uncommitted changes\":[\"未コミットの変更\"],\"assistant.thinking\":[\"思考中\"],\"assistant.tool.input_parameters\":[\"入力パラメータ\"],\"assistant.tool.message_count\":[[\"count\"],\"件のメッセージ\"],\"assistant.tool.result\":[\"ツール実行結果\"],\"assistant.tool.task_id\":[\"タスクID\"],\"assistant.tool.tool_id\":[\"ツールID\"],\"assistant.tool.view_task\":[\"タスクを表示\"],\"assistant.tool.view_task_details\":[\"タスクを確認\"],\"chat.autocomplete.active\":[\"オートコンプリート有効\"],\"chat.button.start\":[\"チャット開始\"],\"chat.error.send_failed\":[\"メッセージの送信に失敗しました。もう一度お試しください。\"],\"chat.modal.title\":[\"新しいチャットを開始\"],\"chat.resume\":[\"再開\"],\"chat.send\":[\"送信\"],\"chat.status.processing\":[\"処理中...\"],\"common.action.cancel\":[\"キャンセル\"],\"common.error\":[\"エラー\"],\"common.loading\":[\"読み込み中...\"],\"conversation.error.raw_content\":[\"生データ：\"],\"conversation.error.report_issue\":[\"この問題を報告\"],\"conversation.error.schema\":[\"スキーマエラー\"],\"conversation.error.schema_validation\":[\"スキーマ検証エラー\"],\"conversation.error.schema_validation.description\":[\"この会話エントリの解析に失敗しました。フォーマットの変更または解析の問題が考えられます。\"],\"cron_builder.cron_expression\":[\"Cron式\"],\"cron_builder.custom\":[\"カスタム\"],\"cron_builder.daily\":[\"毎日\"],\"cron_builder.day_of_week\":[\"曜日\"],\"cron_builder.expression\":[\"Cron式\"],\"cron_builder.friday\":[\"金曜日\"],\"cron_builder.hour\":[\"時 (0-23)\"],\"cron_builder.hourly\":[\"毎時\"],\"cron_builder.minute\":[\"分 (0-59)\"],\"cron_builder.monday\":[\"月曜日\"],\"cron_builder.preview\":[\"プレビュー\"],\"cron_builder.saturday\":[\"土曜日\"],\"cron_builder.schedule_type\":[\"スケジュールタイプ\"],\"cron_builder.sunday\":[\"日曜日\"],\"cron_builder.thursday\":[\"木曜日\"],\"cron_builder.tuesday\":[\"火曜日\"],\"cron_builder.wednesday\":[\"水曜日\"],\"cron_builder.weekly\":[\"毎週\"],\"diff.commit\":[\"コミット\"],\"diff.commit.changes\":[\"変更をコミット\"],\"diff.commit.message\":[\"コミットメッセージ\"],\"diff.commit.push\":[\"コミット＆プッシュ\"],\"diff.committing\":[\"コミット中...\"],\"diff.committing.pushing\":[\"コミット＆プッシュ中...\"],\"diff.deselect.all\":[\"すべて選択解除\"],\"diff.enter.message\":[\"コミットメッセージを入力\"],\"diff.files\":[\"ファイル\"],\"diff.files.changed\":[\"ファイルが変更されました\"],\"diff.loading\":[\"差分を読み込み中...\"],\"diff.push\":[\"プッシュ\"],\"diff.pushing\":[\"プッシュ中...\"],\"diff.select.all\":[\"すべて選択\"],\"diff.select.file\":[\"少なくとも1つのファイルを選択してください\"],\"directory_picker.current\":[\"現在：\"],\"directory_picker.loading\":[\"読み込み中...\"],\"directory_picker.no_directories\":[\"ディレクトリが見つかりません\"],\"directory_picker.select\":[\"このディレクトリを選択\"],\"mcp.error.load_failed\":[\"MCPサーバーの読み込みに失敗しました: \",[\"error\"]],\"mcp.no.servers\":[\"MCPサーバーが見つかりません\"],\"mcp.title\":[\"MCPサーバー\"],\"notfound.button.go_home\":[\"ホームに戻る\"],\"notfound.default.description\":[\"お探しのページは存在しないか、移動されました。\"],\"notfound.default.title\":[\"ページが見つかりません\"],\"notfound.project.description\":[\"お探しのプロジェクトは存在しません。\"],\"notfound.project.title\":[\"プロジェクトが見つかりません\"],\"notfound.session.description\":[\"お探しのセッションは存在しません。\"],\"notfound.session.title\":[\"セッションが見つかりません\"],\"notification.beep\":[\"ビープ音\"],\"notification.chime\":[\"チャイム\"],\"notification.description\":[\"Claude Code のタスクが完了した時に再生する音を選択してください\"],\"notification.none\":[\"なし\"],\"notification.ping\":[\"ピン\"],\"notification.pop\":[\"ポップ\"],\"notification.test\":[\"テスト\"],\"project.create.action.create\":[\"プロジェクトを作成\"],\"project.create.action.creating\":[\"作成中...\"],\"project.create.description\":[\"Claude Codeプロジェクトとして初期化するディレクトリを選択してください。選択したディレクトリで<0>/init</0>が実行されます。\"],\"project.create.selected_directory\":[\"選択したディレクトリ：\"],\"project.create.title\":[\"新規プロジェクトを作成\"],\"project.error.back_to_projects\":[\"プロジェクト一覧に戻る\"],\"project.error.description\":[\"このプロジェクトの読み込み中にエラーが発生しました\"],\"project.error.details_title\":[\"エラー詳細\"],\"project.error.error_id\":[\"エラーID：\"],\"project.error.title\":[\"プロジェクトの読み込みに失敗しました\"],\"project.error.try_again\":[\"再試行\"],\"project.new\":[\"新規プロジェクト\"],\"project.not_found.back_to_projects\":[\"プロジェクト一覧に戻る\"],\"project.not_found.description\":[\"お探しのプロジェクトは存在しないか、削除されています\"],\"project.not_found.title\":[\"プロジェクトが見つかりません\"],\"project_list.last_modified\":[\"最終更新：\"],\"project_list.messages\":[\"メッセージ：\"],\"project_list.no_projects.description\":[\"~/.claude/projectsディレクトリにClaude Codeプロジェクトが見つかりません。Claude Codeとの会話を開始して、最初のプロジェクトを作成してください。\"],\"project_list.no_projects.title\":[\"プロジェクトが見つかりません\"],\"project_list.view_conversations\":[\"会話を表示\"],\"projects.page.description\":[\"Claude Codeの会話履歴とプロジェクトの操作を閲覧\"],\"projects.page.loading\":[\"プロジェクトを読み込み中...\"],\"projects.page.title\":[\"プロジェクト\"],\"session.conversation.abort\":[\"中止\"],\"session.conversation.in.progress\":[\"会話を進行中...\"],\"session.conversation.paused\":[\"会話を一時停止中...\"],\"session.processing\":[\"Claude Codeが処理中...\"],\"session.status.paused\":[\"一時停止\"],\"session.status.running\":[\"実行中\"],\"sessions.load.more\":[\"さらに読み込む\"],\"sessions.new\":[\"新規\"],\"sessions.title\":[\"セッション\"],\"sessions.total\":[\"合計\"],\"settings.description\":[\"表示と動作の設定\"],\"settings.input.enter_key_behavior\":[\"Enterキーの動作\"],\"settings.input.enter_key_behavior.command_enter\":[\"Command+Enterで送信\"],\"settings.input.enter_key_behavior.description\":[\"メッセージ入力でのEnterキーの動作を選択\"],\"settings.input.enter_key_behavior.enter\":[\"Enterで送信\"],\"settings.input.enter_key_behavior.shift_enter\":[\"Shift+Enterで送信（デフォルト）\"],\"settings.loading\":[\"設定を読み込み中...\"],\"settings.locale\":[\"言語\"],\"settings.locale.description\":[\"お好みの言語を選択\"],\"settings.locale.en\":[\"English\"],\"settings.locale.ja\":[\"日本語\"],\"settings.notifications\":[\"通知\"],\"settings.permission.mode\":[\"権限モード\"],\"settings.permission.mode.accept_edits\":[\"編集を承認（ファイル編集を自動承認）\"],\"settings.permission.mode.bypass_permissions\":[\"権限をバイパス（プロンプトなし）\"],\"settings.permission.mode.default\":[\"デフォルト（権限を確認）\"],\"settings.permission.mode.description\":[\"ファイル操作の権限リクエストの処理方法を制御\"],\"settings.permission.mode.plan\":[\"プランモード（計画のみ）\"],\"settings.section.notifications\":[\"通知\"],\"settings.section.session_display\":[\"セッション表示\"],\"settings.section.system_info\":[\"システム情報\"],\"settings.session.display\":[\"セッション表示\"],\"settings.session.hide_no_user_message\":[\"ユーザーメッセージのないセッションを非表示\"],\"settings.session.hide_no_user_message.description\":[\"ユーザーコマンドまたはメッセージを含むセッションのみを表示\"],\"settings.session.unify_same_title\":[\"同じタイトルのセッションを統合\"],\"settings.session.unify_same_title.description\":[\"同じタイトルの複数のセッションがある場合、最新のセッションのみを表示\"],\"settings.tab.title\":[\"表示と通知の設定\"],\"settings.theme\":[\"テーマ\"],\"settings.theme.dark\":[\"ダーク\"],\"settings.theme.description\":[\"お好みのカラーテーマを選択\"],\"settings.theme.light\":[\"ライト\"],\"settings.theme.system\":[\"システム\"],\"settings.title\":[\"設定\"],\"sidebar.back.to.projects\":[\"プロジェクト一覧に戻る\"],\"sidebar.show.mcp.settings\":[\"MCPサーバー設定を表示\"],\"sidebar.show.session.list\":[\"セッション一覧を表示\"],\"system.info.tab.title\":[\"システム情報を表示\"],\"system_info.available_features\":[\"利用可能機能\"],\"system_info.claude_code\":[\"Claude Code\"],\"system_info.description\":[\"バージョンと機能情報\"],\"system_info.executable_path\":[\"実行ファイル\"],\"system_info.feature.agent_sdk.description\":[\"Claude Code SDKではなくClaude Agent SDKを使用 (v1.0.125+)\"],\"system_info.feature.agent_sdk.title\":[\"Claude Agent SDK\"],\"system_info.feature.can_use_tool.description\":[\"動的にツールの使用許可を制御し、ツール実行前にユーザーの承認を求めることができます (v1.0.82+)\"],\"system_info.feature.can_use_tool.title\":[\"ツール使用権限制御\"],\"system_info.feature.unknown.description\":[\"機能情報は利用できません\"],\"system_info.feature.uuid_on_sdk_message.description\":[\"SDKメッセージに一意の識別子を追加して追跡を改善します (v1.0.86+)\"],\"system_info.feature.uuid_on_sdk_message.title\":[\"メッセージUUIDサポート\"],\"system_info.loading\":[\"システム情報を読み込んでいます...\"],\"system_info.title\":[\"システム情報\"],\"system_info.unknown\":[\"不明\"],\"system_info.version_label\":[\"バージョン\"],\"system_info.viewer_version\":[\"Claude Code Viewer\"],\"user.content.image\":[\"画像\"],\"user.content.image.description\":[\"ユーザーがアップロードした画像コンテンツ\"],\"user.content.unsupported_media\":[\"サポートされていないメディア\"],\"user.content.unsupported_media.description\":[\"表示がサポートされていないメディア形式です\"]}")as Messages;
\ No newline at end of file
+/*eslint-disable*/import type{Messages}from"@lingui/core";export const messages=JSON.parse("{\"Available commands\":[\"利用可能なコマンド\"],\"Available files and directories\":[\"利用可能なファイルとディレクトリ\"],\"Close sidebar\":[\"サイドバーを閉じる\"],\"Compare from\":[\"比較元\"],\"Compare to\":[\"比較先\"],\"Failed to commit\":[\"コミットに失敗しました\"],\"Failed to commit and push\":[\"コミットとプッシュに失敗しました\"],\"Failed to push\":[\"プッシュに失敗しました\"],\"Message input with completion support\":[\"補完機能付きメッセージ入力\"],\"Reload MCP servers\":[\"MCPサーバーを再読み込み\"],\"Retry Push\":[\"プッシュを再試行\"],\"Select enter key behavior\":[\"Enterキーの動作を選択\"],\"Select language\":[\"言語を選択\"],\"Select permission mode\":[\"権限モードを選択\"],\"Select theme\":[\"テーマを選択\"],\"Type your message here... (Start with / for commands, @ for files, Command+Enter to send)\":[\"ここにメッセージを入力... （/でコマンド、@でファイル、Command+Enterで送信）\"],\"Type your message here... (Start with / for commands, @ for files, Enter to send)\":[\"ここにメッセージを入力... （/でコマンド、@でファイル、Enterで送信）\"],\"Type your message here... (Start with / for commands, @ for files, Shift+Enter to send)\":[\"ここにメッセージを入力... （/でコマンド、@でファイル、Shift+Enterで送信）\"],\"Type your message... (Start with / for commands, @ for files, Command+Enter to send)\":[\"メッセージを入力... （/でコマンド、@でファイル、Command+Enterで送信）\"],\"Type your message... (Start with / for commands, @ for files, Enter to send)\":[\"メッセージを入力... （/でコマンド、@でファイル、Enterで送信）\"],\"Type your message... (Start with / for commands, @ for files, Shift+Enter to send)\":[\"メッセージを入力... （/でコマンド、@でファイル、Shift+Enterで送信）\"],\"Uncommitted changes\":[\"未コミットの変更\"],\"assistant.thinking\":[\"思考中\"],\"assistant.tool.input_parameters\":[\"入力パラメータ\"],\"assistant.tool.message_count\":[[\"count\"],\"件のメッセージ\"],\"assistant.tool.result\":[\"ツール実行結果\"],\"assistant.tool.task_id\":[\"タスクID\"],\"assistant.tool.tool_id\":[\"ツールID\"],\"assistant.tool.view_task\":[\"タスクを表示\"],\"assistant.tool.view_task_details\":[\"タスクを確認\"],\"chat.autocomplete.active\":[\"オートコンプリート有効\"],\"chat.button.start\":[\"チャット開始\"],\"chat.error.send_failed\":[\"メッセージの送信に失敗しました。もう一度お試しください。\"],\"chat.modal.title\":[\"新しいチャットを開始\"],\"chat.resume\":[\"再開\"],\"chat.send\":[\"送信\"],\"chat.status.processing\":[\"処理中...\"],\"common.action.cancel\":[\"キャンセル\"],\"common.error\":[\"エラー\"],\"common.loading\":[\"読み込み中...\"],\"conversation.error.raw_content\":[\"生データ：\"],\"conversation.error.report_issue\":[\"この問題を報告\"],\"conversation.error.schema\":[\"スキーマエラー\"],\"conversation.error.schema_validation\":[\"スキーマ検証エラー\"],\"conversation.error.schema_validation.description\":[\"この会話エントリの解析に失敗しました。フォーマットの変更または解析の問題が考えられます。\"],\"cron_builder.cron_expression\":[\"Cron式\"],\"cron_builder.custom\":[\"カスタム\"],\"cron_builder.daily\":[\"毎日\"],\"cron_builder.day_of_week\":[\"曜日\"],\"cron_builder.expression\":[\"Cron式\"],\"cron_builder.friday\":[\"金曜日\"],\"cron_builder.hour\":[\"時 (0-23)\"],\"cron_builder.hourly\":[\"毎時\"],\"cron_builder.minute\":[\"分 (0-59)\"],\"cron_builder.monday\":[\"月曜日\"],\"cron_builder.preview\":[\"プレビュー\"],\"cron_builder.saturday\":[\"土曜日\"],\"cron_builder.schedule_type\":[\"スケジュールタイプ\"],\"cron_builder.sunday\":[\"日曜日\"],\"cron_builder.thursday\":[\"木曜日\"],\"cron_builder.tuesday\":[\"火曜日\"],\"cron_builder.wednesday\":[\"水曜日\"],\"cron_builder.weekly\":[\"毎週\"],\"diff.commit\":[\"コミット\"],\"diff.commit.changes\":[\"変更をコミット\"],\"diff.commit.message\":[\"コミットメッセージ\"],\"diff.commit.push\":[\"コミット＆プッシュ\"],\"diff.committing\":[\"コミット中...\"],\"diff.committing.pushing\":[\"コミット＆プッシュ中...\"],\"diff.deselect.all\":[\"すべて選択解除\"],\"diff.enter.message\":[\"コミットメッセージを入力\"],\"diff.files\":[\"ファイル\"],\"diff.files.changed\":[\"ファイルが変更されました\"],\"diff.loading\":[\"差分を読み込み中...\"],\"diff.push\":[\"プッシュ\"],\"diff.pushing\":[\"プッシュ中...\"],\"diff.select.all\":[\"すべて選択\"],\"diff.select.file\":[\"少なくとも1つのファイルを選択してください\"],\"directory_picker.current\":[\"現在：\"],\"directory_picker.loading\":[\"読み込み中...\"],\"directory_picker.no_directories\":[\"ディレクトリが見つかりません\"],\"directory_picker.select\":[\"このディレクトリを選択\"],\"mcp.error.load_failed\":[\"MCPサーバーの読み込みに失敗しました: \",[\"error\"]],\"mcp.no.servers\":[\"MCPサーバーが見つかりません\"],\"mcp.title\":[\"MCPサーバー\"],\"notfound.button.go_home\":[\"ホームに戻る\"],\"notfound.default.description\":[\"お探しのページは存在しないか、移動されました。\"],\"notfound.default.title\":[\"ページが見つかりません\"],\"notfound.project.description\":[\"お探しのプロジェクトは存在しません。\"],\"notfound.project.title\":[\"プロジェクトが見つかりません\"],\"notfound.session.description\":[\"お探しのセッションは存在しません。\"],\"notfound.session.title\":[\"セッションが見つかりません\"],\"notification.beep\":[\"ビープ音\"],\"notification.chime\":[\"チャイム\"],\"notification.description\":[\"Claude Code のタスクが完了した時に再生する音を選択してください\"],\"notification.none\":[\"なし\"],\"notification.ping\":[\"ピン\"],\"notification.pop\":[\"ポップ\"],\"notification.test\":[\"テスト\"],\"project.create.action.create\":[\"プロジェクトを作成\"],\"project.create.action.creating\":[\"作成中...\"],\"project.create.description\":[\"Claude Codeプロジェクトとして初期化するディレクトリを選択してください。選択したディレクトリで<0>/init</0>が実行されます。\"],\"project.create.selected_directory\":[\"選択したディレクトリ：\"],\"project.create.title\":[\"新規プロジェクトを作成\"],\"project.error.back_to_projects\":[\"プロジェクト一覧に戻る\"],\"project.error.description\":[\"このプロジェクトの読み込み中にエラーが発生しました\"],\"project.error.details_title\":[\"エラー詳細\"],\"project.error.error_id\":[\"エラーID：\"],\"project.error.title\":[\"プロジェクトの読み込みに失敗しました\"],\"project.error.try_again\":[\"再試行\"],\"project.new\":[\"新規プロジェクト\"],\"project.not_found.back_to_projects\":[\"プロジェクト一覧に戻る\"],\"project.not_found.description\":[\"お探しのプロジェクトは存在しないか、削除されています\"],\"project.not_found.title\":[\"プロジェクトが見つかりません\"],\"project_list.last_modified\":[\"最終更新：\"],\"project_list.messages\":[\"メッセージ：\"],\"project_list.no_projects.description\":[\"~/.claude/projectsディレクトリにClaude Codeプロジェクトが見つかりません。Claude Codeとの会話を開始して、最初のプロジェクトを作成してください。\"],\"project_list.no_projects.title\":[\"プロジェクトが見つかりません\"],\"project_list.view_conversations\":[\"会話を表示\"],\"projects.page.description\":[\"Claude Codeの会話履歴とプロジェクトの操作を閲覧\"],\"projects.page.loading\":[\"プロジェクトを読み込み中...\"],\"projects.page.title\":[\"プロジェクト\"],\"session.conversation.abort\":[\"中止\"],\"session.conversation.in.progress\":[\"会話を進行中...\"],\"session.conversation.paused\":[\"会話を一時停止中...\"],\"session.processing\":[\"Claude Codeが処理中...\"],\"session.status.paused\":[\"一時停止\"],\"session.status.running\":[\"実行中\"],\"sessions.load.more\":[\"さらに読み込む\"],\"sessions.new\":[\"新規\"],\"sessions.title\":[\"セッション\"],\"sessions.total\":[\"合計\"],\"settings.description\":[\"表示と動作の設定\"],\"settings.input.enter_key_behavior\":[\"Enterキーの動作\"],\"settings.input.enter_key_behavior.command_enter\":[\"Command+Enterで送信\"],\"settings.input.enter_key_behavior.description\":[\"メッセージ入力でのEnterキーの動作を選択\"],\"settings.input.enter_key_behavior.enter\":[\"Enterで送信\"],\"settings.input.enter_key_behavior.shift_enter\":[\"Shift+Enterで送信（デフォルト）\"],\"settings.loading\":[\"設定を読み込み中...\"],\"settings.locale\":[\"言語\"],\"settings.locale.description\":[\"お好みの言語を選択\"],\"settings.locale.en\":[\"English\"],\"settings.locale.ja\":[\"日本語\"],\"settings.notifications\":[\"通知\"],\"settings.permission.mode\":[\"権限モード\"],\"settings.permission.mode.accept_edits\":[\"編集を承認（ファイル編集を自動承認）\"],\"settings.permission.mode.bypass_permissions\":[\"権限をバイパス（プロンプトなし）\"],\"settings.permission.mode.default\":[\"デフォルト（権限を確認）\"],\"settings.permission.mode.description\":[\"ファイル操作の権限リクエストの処理方法を制御\"],\"settings.permission.mode.plan\":[\"プランモード（計画のみ）\"],\"settings.section.notifications\":[\"通知\"],\"settings.section.session_display\":[\"セッション表示\"],\"settings.section.system_info\":[\"システム情報\"],\"settings.session.display\":[\"セッション表示\"],\"settings.session.hide_no_user_message\":[\"ユーザーメッセージのないセッションを非表示\"],\"settings.session.hide_no_user_message.description\":[\"ユーザーコマンドまたはメッセージを含むセッションのみを表示\"],\"settings.session.unify_same_title\":[\"同じタイトルのセッションを統合\"],\"settings.session.unify_same_title.description\":[\"同じタイトルの複数のセッションがある場合、最新のセッションのみを表示\"],\"settings.tab.title\":[\"表示と通知の設定\"],\"settings.theme\":[\"テーマ\"],\"settings.theme.dark\":[\"ダーク\"],\"settings.theme.description\":[\"お好みのカラーテーマを選択\"],\"settings.theme.light\":[\"ライト\"],\"settings.theme.system\":[\"システム\"],\"settings.title\":[\"設定\"],\"sidebar.back.to.projects\":[\"プロジェクト一覧に戻る\"],\"sidebar.show.mcp.settings\":[\"MCPサーバー設定を表示\"],\"sidebar.show.session.list\":[\"セッション一覧を表示\"],\"system.info.tab.title\":[\"システム情報を表示\"],\"system_info.available_features\":[\"利用可能機能\"],\"system_info.claude_code\":[\"Claude Code\"],\"system_info.description\":[\"バージョンと機能情報\"],\"system_info.executable_path\":[\"実行ファイル\"],\"system_info.feature.agent_sdk.description\":[\"Claude Code SDKではなくClaude Agent SDKを使用 (v1.0.125+)\"],\"system_info.feature.agent_sdk.title\":[\"Claude Agent SDK\"],\"system_info.feature.can_use_tool.description\":[\"動的にツールの使用許可を制御し、ツール実行前にユーザーの承認を求めることができます (v1.0.82+)\"],\"system_info.feature.can_use_tool.title\":[\"ツール使用権限制御\"],\"system_info.feature.unknown.description\":[\"機能情報は利用できません\"],\"system_info.feature.uuid_on_sdk_message.description\":[\"SDKメッセージに一意の識別子を追加して追跡を改善します (v1.0.86+)\"],\"system_info.feature.uuid_on_sdk_message.title\":[\"メッセージUUIDサポート\"],\"system_info.loading\":[\"システム情報を読み込んでいます...\"],\"system_info.title\":[\"システム情報\"],\"system_info.unknown\":[\"不明\"],\"system_info.version_label\":[\"バージョン\"],\"system_info.viewer_version\":[\"Claude Code Viewer\"],\"user.content.image\":[\"添付画像\"],\"user.content.image.description\":[\"ユーザーが添付した画像\"],\"user.content.unsupported_media\":[\"サポートされていないメディア\"],\"user.content.unsupported_media.description\":[\"表示がサポートされていないメディア形式です\"]}")as Messages;
\ No newline at end of file
diff --git a/src/server/core/claude-code/functions/createMessageGenerator.ts b/src/server/core/claude-code/functions/createMessageGenerator.ts
index 7928c8e..b2e3923 100644
--- a/src/server/core/claude-code/functions/createMessageGenerator.ts
+++ b/src/server/core/claude-code/functions/createMessageGenerator.ts
@@ -2,8 +2,18 @@ import type {
   SDKMessage,
   SDKUserMessage,
 } from "@anthropic-ai/claude-agent-sdk";
+import type {
+  DocumentBlockParam,
+  ImageBlockParam,
+} from "@anthropic-ai/sdk/resources";
 import { controllablePromise } from "../../../../lib/controllablePromise";
 
+export type UserMessageInput = {
+  text: string;
+  images?: readonly ImageBlockParam[];
+  documents?: readonly DocumentBlockParam[];
+};
+
 export type OnMessage = (message: SDKMessage) => void | Promise<void>;
 
 export type MessageGenerator = () => AsyncGenerator<
@@ -14,37 +24,61 @@ export type MessageGenerator = () => AsyncGenerator<
 
 export const createMessageGenerator = (): {
   generateMessages: MessageGenerator;
-  setNextMessage: (message: string) => void;
+  setNextMessage: (input: UserMessageInput) => void;
   setHooks: (hooks: {
-    onNextMessageSet?: (message: string) => void | Promise<void>;
-    onNewUserMessageResolved?: (message: string) => void | Promise<void>;
+    onNextMessageSet?: (input: UserMessageInput) => void | Promise<void>;
+    onNewUserMessageResolved?: (
+      input: UserMessageInput,
+    ) => void | Promise<void>;
   }) => void;
 } => {
-  let sendMessagePromise = controllablePromise<string>();
+  let sendMessagePromise = controllablePromise<UserMessageInput>();
   let registeredHooks: {
-    onNextMessageSet: ((message: string) => void | Promise<void>)[];
-    onNewUserMessageResolved: ((message: string) => void | Promise<void>)[];
+    onNextMessageSet: ((input: UserMessageInput) => void | Promise<void>)[];
+    onNewUserMessageResolved: ((
+      input: UserMessageInput,
+    ) => void | Promise<void>)[];
   } = {
     onNextMessageSet: [],
     onNewUserMessageResolved: [],
   };
 
-  const createMessage = (message: string): SDKUserMessage => {
+  const createMessage = (input: UserMessageInput): SDKUserMessage => {
+    const { images = [], documents = [] } = input;
+
+    if (images.length === 0 && documents.length === 0) {
+      return {
+        type: "user",
+        message: {
+          role: "user",
+          content: input.text,
+        },
+        parent_tool_use_id: null,
+      } satisfies Omit<SDKUserMessage, "session_id"> as SDKUserMessage;
+    }
+
     return {
       type: "user",
       message: {
         role: "user",
-        content: message,
+        content: [
+          {
+            type: "text",
+            text: input.text,
+          },
+          ...images,
+          ...documents,
+        ],
       },
     } as SDKUserMessage;
   };
 
   async function* generateMessages(): ReturnType<MessageGenerator> {
-    sendMessagePromise = controllablePromise<string>();
+    sendMessagePromise = controllablePromise<UserMessageInput>();
 
     while (true) {
       const message = await sendMessagePromise.promise;
-      sendMessagePromise = controllablePromise<string>();
+      sendMessagePromise = controllablePromise<UserMessageInput>();
       void Promise.allSettled(
         registeredHooks.onNewUserMessageResolved.map((hook) => hook(message)),
       );
@@ -53,16 +87,18 @@ export const createMessageGenerator = (): {
     }
   }
 
-  const setNextMessage = (message: string) => {
-    sendMessagePromise.resolve(message);
+  const setNextMessage = (input: UserMessageInput) => {
+    sendMessagePromise.resolve(input);
     void Promise.allSettled(
-      registeredHooks.onNextMessageSet.map((hook) => hook(message)),
+      registeredHooks.onNextMessageSet.map((hook) => hook(input)),
     );
   };
 
   const setHooks = (hooks: {
-    onNextMessageSet?: (message: string) => void | Promise<void>;
-    onNewUserMessageResolved?: (message: string) => void | Promise<void>;
+    onNextMessageSet?: (input: UserMessageInput) => void | Promise<void>;
+    onNewUserMessageResolved?: (
+      input: UserMessageInput,
+    ) => void | Promise<void>;
   }) => {
     registeredHooks = {
       onNextMessageSet: [
diff --git a/src/server/core/claude-code/models/CCSessionProcess.ts b/src/server/core/claude-code/models/CCSessionProcess.ts
index 6843ae8..6605214 100644
--- a/src/server/core/claude-code/models/CCSessionProcess.ts
+++ b/src/server/core/claude-code/models/CCSessionProcess.ts
@@ -1,5 +1,6 @@
 import { Effect } from "effect";
 import type { UserEntry } from "../../../../lib/conversation-schema/entry/UserEntrySchema";
+import type { UserMessageInput } from "../functions/createMessageGenerator";
 import type { InitMessageContext } from "../types";
 import * as ClaudeCode from "./ClaudeCode";
 import type * as CCTask from "./ClaudeCodeTask";
@@ -10,7 +11,7 @@ export type CCSessionProcessDef = {
   projectId: string;
   cwd: string;
   abortController: AbortController;
-  setNextMessage: (message: string) => void;
+  setNextMessage: (input: UserMessageInput) => void;
 };
 
 type CCSessionProcessStateBase = {
diff --git a/src/server/core/claude-code/presentation/ClaudeCodeSessionProcessController.ts b/src/server/core/claude-code/presentation/ClaudeCodeSessionProcessController.ts
index 1e741c5..fcb6327 100644
--- a/src/server/core/claude-code/presentation/ClaudeCodeSessionProcessController.ts
+++ b/src/server/core/claude-code/presentation/ClaudeCodeSessionProcessController.ts
@@ -4,6 +4,7 @@ import type { ControllerResponse } from "../../../lib/effect/toEffectResponse";
 import type { InferEffect } from "../../../lib/effect/types";
 import { UserConfigService } from "../../platform/services/UserConfigService";
 import { ProjectRepository } from "../../project/infrastructure/ProjectRepository";
+import type { UserMessageInput } from "../functions/createMessageGenerator";
 import { ClaudeCodeLifeCycleService } from "../services/ClaudeCodeLifeCycleService";
 
 const LayerImpl = Effect.gen(function* () {
@@ -33,11 +34,11 @@ const LayerImpl = Effect.gen(function* () {
 
   const createSessionProcess = (options: {
     projectId: string;
-    message: string;
+    input: UserMessageInput;
     baseSessionId?: string | undefined;
   }) =>
     Effect.gen(function* () {
-      const { projectId, message, baseSessionId } = options;
+      const { projectId, input, baseSessionId } = options;
 
       const { project } = yield* projectRepository.getProject(projectId);
       const userConfig = yield* userConfigService.getUserConfig();
@@ -56,7 +57,7 @@ const LayerImpl = Effect.gen(function* () {
           sessionId: baseSessionId,
         },
         userConfig,
-        message,
+        input,
       });
 
       const { sessionId } = yield* result.yieldSessionInitialized();
@@ -75,13 +76,12 @@ const LayerImpl = Effect.gen(function* () {
 
   const continueSessionProcess = (options: {
     projectId: string;
-    continueMessage: string;
+    input: UserMessageInput;
     baseSessionId: string;
     sessionProcessId: string;
   }) =>
     Effect.gen(function* () {
-      const { projectId, continueMessage, baseSessionId, sessionProcessId } =
-        options;
+      const { projectId, input, baseSessionId, sessionProcessId } = options;
 
       const { project } = yield* projectRepository.getProject(projectId);
 
@@ -94,7 +94,7 @@ const LayerImpl = Effect.gen(function* () {
 
       const result = yield* claudeCodeLifeCycleService.continueTask({
         sessionProcessId,
-        message: continueMessage,
+        input,
         baseSessionId,
       });
 
diff --git a/src/server/core/claude-code/schema.ts b/src/server/core/claude-code/schema.ts
new file mode 100644
index 0000000..0f096ac
--- /dev/null
+++ b/src/server/core/claude-code/schema.ts
@@ -0,0 +1,36 @@
+import { z } from "zod";
+
+/**
+ * Schema for image block parameter
+ */
+const imageBlockSchema = z.object({
+  type: z.literal("image"),
+  source: z.object({
+    type: z.literal("base64"),
+    media_type: z.enum(["image/png", "image/jpeg", "image/gif", "image/webp"]),
+    data: z.string(),
+  }),
+});
+
+/**
+ * Schema for document block parameter
+ */
+const documentBlockSchema = z.object({
+  type: z.literal("document"),
+  source: z.object({
+    type: z.literal("base64"),
+    media_type: z.enum(["application/pdf"]),
+    data: z.string(),
+  }),
+});
+
+/**
+ * Schema for user message input with optional images and documents
+ */
+export const userMessageInputSchema = z.object({
+  text: z.string().min(1),
+  images: z.array(imageBlockSchema).optional(),
+  documents: z.array(documentBlockSchema).optional(),
+});
+
+export type UserMessageInputSchema = z.infer<typeof userMessageInputSchema>;
diff --git a/src/server/core/claude-code/services/ClaudeCodeLifeCycleService.ts b/src/server/core/claude-code/services/ClaudeCodeLifeCycleService.ts
index ac317c7..e435d28 100644
--- a/src/server/core/claude-code/services/ClaudeCodeLifeCycleService.ts
+++ b/src/server/core/claude-code/services/ClaudeCodeLifeCycleService.ts
@@ -14,7 +14,10 @@ import type { EnvService } from "../../platform/services/EnvService";
 import { SessionRepository } from "../../session/infrastructure/SessionRepository";
 import { VirtualConversationDatabase } from "../../session/infrastructure/VirtualConversationDatabase";
 import type { SessionMetaService } from "../../session/services/SessionMetaService";
-import { createMessageGenerator } from "../functions/createMessageGenerator";
+import {
+  createMessageGenerator,
+  type UserMessageInput,
+} from "../functions/createMessageGenerator";
 import * as CCSessionProcess from "../models/CCSessionProcess";
 import * as ClaudeCode from "../models/ClaudeCode";
 import { ClaudeCodePermissionService } from "./ClaudeCodePermissionService";
@@ -46,9 +49,9 @@ const LayerImpl = Effect.gen(function* () {
   const continueTask = (options: {
     sessionProcessId: string;
     baseSessionId: string;
-    message: string;
+    input: UserMessageInput;
   }) => {
-    const { sessionProcessId, baseSessionId, message } = options;
+    const { sessionProcessId, baseSessionId, input } = options;
 
     return Effect.gen(function* () {
       const { sessionProcess, task } =
@@ -65,7 +68,7 @@ const LayerImpl = Effect.gen(function* () {
       const virtualConversation =
         yield* CCSessionProcess.createVirtualConversation(sessionProcess, {
           sessionId: baseSessionId,
-          userMessage: message,
+          userMessage: input.text,
         });
 
       yield* virtualConversationDatabase.createVirtualConversation(
@@ -74,7 +77,7 @@ const LayerImpl = Effect.gen(function* () {
         [virtualConversation],
       );
 
-      sessionProcess.def.setNextMessage(message);
+      sessionProcess.def.setNextMessage(input);
       return {
         sessionProcess,
         task,
@@ -89,9 +92,9 @@ const LayerImpl = Effect.gen(function* () {
       projectId: string;
       sessionId?: string;
     };
-    message: string;
+    input: UserMessageInput;
   }) => {
-    const { baseSession, message, userConfig } = options;
+    const { baseSession, input, userConfig } = options;
 
     return Effect.gen(function* () {
       const {
@@ -131,11 +134,11 @@ const LayerImpl = Effect.gen(function* () {
       }>();
 
       setMessageGeneratorHooks({
-        onNewUserMessageResolved: async (message) => {
+        onNewUserMessageResolved: async (input) => {
           Effect.runFork(
             sessionProcessService.toNotInitializedState({
               sessionProcessId: sessionProcess.def.sessionProcessId,
-              rawUserMessage: message,
+              rawUserMessage: input.text,
             }),
           );
         },
@@ -276,7 +279,7 @@ const LayerImpl = Effect.gen(function* () {
           }),
         );
 
-        setNextMessage(message);
+        setNextMessage(input);
 
         try {
           for await (const message of messageIter) {
diff --git a/src/server/core/project/presentation/ProjectController.ts b/src/server/core/project/presentation/ProjectController.ts
index 4fb2708..bf237ce 100644
--- a/src/server/core/project/presentation/ProjectController.ts
+++ b/src/server/core/project/presentation/ProjectController.ts
@@ -138,7 +138,9 @@ const LayerImpl = Effect.gen(function* () {
           sessionId: undefined,
         },
         userConfig,
-        message: "/init",
+        input: {
+          text: "/init",
+        },
       });
 
       const { sessionId } = yield* result.yieldSessionFileCreated();
diff --git a/src/server/core/scheduler/domain/Job.ts b/src/server/core/scheduler/domain/Job.ts
index b985677..d9d2d41 100644
--- a/src/server/core/scheduler/domain/Job.ts
+++ b/src/server/core/scheduler/domain/Job.ts
@@ -27,7 +27,9 @@ export const executeJob = (job: SchedulerJob) =>
         sessionId: message.baseSessionId ?? undefined,
       },
       userConfig,
-      message: message.content,
+      input: {
+        text: message.content,
+      },
     });
   });
 
diff --git a/src/server/hono/route.ts b/src/server/hono/route.ts
index 1970f3e..715e6da 100644
--- a/src/server/hono/route.ts
+++ b/src/server/hono/route.ts
@@ -9,6 +9,7 @@ import packageJson from "../../../package.json" with { type: "json" };
 import { ClaudeCodeController } from "../core/claude-code/presentation/ClaudeCodeController";
 import { ClaudeCodePermissionController } from "../core/claude-code/presentation/ClaudeCodePermissionController";
 import { ClaudeCodeSessionProcessController } from "../core/claude-code/presentation/ClaudeCodeSessionProcessController";
+import { userMessageInputSchema } from "../core/claude-code/schema";
 import { ClaudeCodeLifeCycleService } from "../core/claude-code/services/ClaudeCodeLifeCycleService";
 import { TypeSafeSSE } from "../core/events/functions/typeSafeSSE";
 import { SSEController } from "../core/events/presentation/SSEController";
@@ -356,7 +357,7 @@ export const routes = (app: HonoAppType) =>
             "json",
             z.object({
               projectId: z.string(),
-              message: z.string(),
+              input: userMessageInputSchema,
               baseSessionId: z.string().optional(),
             }),
           ),
@@ -378,7 +379,7 @@ export const routes = (app: HonoAppType) =>
             "json",
             z.object({
               projectId: z.string(),
-              continueMessage: z.string(),
+              input: userMessageInputSchema,
               baseSessionId: z.string(),
             }),
           ),