diff --git a/packages/server/src/server/agent/providers/claude/agent.request-journal.test.ts b/packages/server/src/server/agent/providers/claude/agent.request-journal.test.ts
new file mode 100644
index 0000000000..9be65da964
--- /dev/null
+++ b/packages/server/src/server/agent/providers/claude/agent.request-journal.test.ts
@@ -0,0 +1,140 @@
+import { mkdirSync, mkdtempSync, rmSync, writeFileSync } from "node:fs";
+import os from "node:os";
+import path from "node:path";
+import { afterEach, beforeEach, describe, expect, test } from "vitest";
+
+import type { AgentTimelineItem } from "../../agent-sdk-types.js";
+import { createTestLogger } from "../../../../test-utils/test-logger.js";
+import { ClaudeAgentClient } from "./agent.js";
+import { claudeProjectDirSync } from "./project-dir.js";
+
+describe("Claude session request journal replay", () => {
+  let root: string;
+  let cwd: string;
+  let configDir: string;
+
+  beforeEach(() => {
+    root = mkdtempSync(path.join(os.tmpdir(), "claude-request-journal-"));
+    cwd = path.join(root, "repo");
+    configDir = path.join(root, "claude");
+    mkdirSync(cwd);
+  });
+
+  afterEach(() => {
+    rmSync(root, { recursive: true, force: true });
+  });
+
+  async function replay(records: unknown[]): Promise<AgentTimelineItem[]> {
+    const historyDir = claudeProjectDirSync(cwd, { configDir });
+    mkdirSync(historyDir, { recursive: true });
+    writeFileSync(
+      path.join(historyDir, "journal-session.jsonl"),
+      records.map((record) => JSON.stringify(record)).join("\n"),
+    );
+    const client = new ClaudeAgentClient({ logger: createTestLogger() });
+    const session = await client.resumeSession(
+      { provider: "claude", sessionId: "journal-session" },
+      { cwd },
+      { env: { CLAUDE_CONFIG_DIR: configDir } },
+    );
+    try {
+      const items: AgentTimelineItem[] = [];
+      for await (const event of session.streamHistory()) {
+        if (event.type === "timeline") items.push(event.item);
+      }
+      return items;
+    } finally {
+      await session.close();
+    }
+  }
+
+  test.each(["api-request-shape", "api-request", "api-request-blob", "future-journal-record"])(
+    "ignores %s content while preserving the conversation and tool calls",
+    async (type) => {
+      const items = await replay([
+        { type: "user", message: { role: "user", content: "Read package.json" } },
+        {
+          type: "assistant",
+          message: {
+            role: "assistant",
+            content: [
+              {
+                type: "tool_use",
+                id: "read-1",
+                name: "Read",
+                input: { file_path: "package.json" },
+              },
+            ],
+          },
+        },
+        ...["user", "system", "assistant"].map((role) => ({
+          type,
+          message: {
+            role,
+            content: [
+              {
+                type: "text",
+                text: "SessionStart hook output\n# MCP Server Instructions\n<total_tokens>1000 tokens left</total_tokens>",
+              },
+              {
+                type: "tool_addition",
+                tool: {
+                  name: "deferred_tool",
+                  description: "Deferred tool",
+                  input_schema: { type: "object", properties: {} },
+                },
+              },
+              {
+                type: "tool_use",
+                id: "journal-only",
+                name: "Read",
+                input: { file_path: "old.json" },
+              },
+            ],
+          },
+        })),
+        {
+          type: "assistant",
+          message: { role: "assistant", content: [{ type: "text", text: "paseo" }] },
+        },
+      ]);
+
+      expect(items).toEqual([
+        expect.objectContaining({ type: "user_message", text: "Read package.json" }),
+        expect.objectContaining({ type: "tool_call", callId: "read-1", name: "Read" }),
+        expect.objectContaining({ type: "assistant_message", text: "paseo" }),
+      ]);
+    },
+  );
+
+  test("preserves system compaction and background task notifications", async () => {
+    const items = await replay([
+      {
+        type: "system",
+        subtype: "compact_boundary",
+        compactMetadata: { trigger: "manual", preTokens: 1000 },
+      },
+      {
+        type: "system",
+        subtype: "task_notification",
+        uuid: "note-1",
+        task_id: "task-1",
+        status: "completed",
+        summary: "Background work finished",
+      },
+    ]);
+    expect(items).toEqual([
+      expect.objectContaining({
+        type: "compaction",
+        status: "completed",
+        trigger: "manual",
+        preTokens: 1000,
+      }),
+      expect.objectContaining({
+        type: "tool_call",
+        name: "task_notification",
+        status: "completed",
+      }),
+    ]);
+  });
+});
diff --git a/packages/server/src/server/agent/providers/claude/agent.ts b/packages/server/src/server/agent/providers/claude/agent.ts
index 6a70d28d6a..120bda11c9 100644
--- a/packages/server/src/server/agent/providers/claude/agent.ts
+++ b/packages/server/src/server/agent/providers/claude/agent.ts
@@ -6397,6 +6397,11 @@ function convertClaudeHistoryEntryPreamble(
     return { shortCircuit: [taskNotificationItem] };
   }
 
+  // Request-journal records carry message-shaped context, not conversation turns.
+  if (entry.type !== "user" && entry.type !== "assistant") {
+    return { shortCircuit: [] };
+  }
+
   if (entry.isCompactSummary) {
     return { shortCircuit: [] };
   }