diff --git a/src/auto-reply/reply/agent-runner.ts b/src/auto-reply/reply/agent-runner.ts
index 227e6f17e..c78de2769 100644
--- a/src/auto-reply/reply/agent-runner.ts
+++ b/src/auto-reply/reply/agent-runner.ts
@@ -30,6 +30,7 @@ import {
 } from "./agent-runner-helpers.js";
 import { runMemoryFlushIfNeeded } from "./agent-runner-memory.js";
 import { buildReplyPayloads } from "./agent-runner-payloads.js";
+import { checkContextRecoveryNeeded, recoverContext } from "./context-recovery.js";
 import { appendUsageLine, formatResponseUsageLine } from "./agent-runner-utils.js";
 import { createAudioAsVoiceBuffer, createBlockReplyPipeline } from "./block-reply-pipeline.js";
 import { resolveBlockStreamingCoalescing } from "./block-streaming.js";
@@ -213,6 +214,42 @@ export async function runReplyAgent(params: {
     isHeartbeat,
   });
 
+  // Context recovery: inject recent messages after compaction
+  if (sessionKey && !isHeartbeat) {
+    const recoveryCheck = checkContextRecoveryNeeded({
+      cfg,
+      sessionEntry: activeSessionEntry,
+    });
+
+    if (recoveryCheck.needed) {
+      const recoveryResult = await recoverContext({
+        sessionKey,
+        messageCount: recoveryCheck.messageCount,
+      });
+
+      if (recoveryResult.ok && recoveryResult.contextBlock) {
+        // Prepend recovered context to extraSystemPrompt
+        const existingPrompt = followupRun.run.extraSystemPrompt;
+        followupRun.run.extraSystemPrompt = existingPrompt
+          ? `${recoveryResult.contextBlock}\n\n${existingPrompt}`
+          : recoveryResult.contextBlock;
+
+        // Update session to track that we've recovered for this compaction
+        if (activeSessionEntry && activeSessionStore && storePath) {
+          activeSessionEntry.lastContextRecoveryCompactionCount = recoveryCheck.compactionCount;
+          activeSessionStore[sessionKey] = activeSessionEntry;
+          await updateSessionStoreEntry({
+            storePath,
+            sessionKey,
+            update: async () => ({
+              lastContextRecoveryCompactionCount: recoveryCheck.compactionCount,
+            }),
+          });
+        }
+      }
+    }
+  }
+
   const runFollowupTurn = createFollowupRunner({
     opts,
     typing,
diff --git a/src/auto-reply/reply/context-recovery.test.ts b/src/auto-reply/reply/context-recovery.test.ts
new file mode 100644
index 000000000..b46bf1cb9
--- /dev/null
+++ b/src/auto-reply/reply/context-recovery.test.ts
@@ -0,0 +1,179 @@
+import { describe, expect, it, vi } from "vitest";
+import {
+  checkContextRecoveryNeeded,
+  resolveContextRecoverySettings,
+  type RecoveredMessage,
+} from "./context-recovery.js";
+import type { MoltbotConfig } from "../../config/config.js";
+import type { SessionEntry } from "../../config/sessions.js";
+
+describe("context-recovery", () => {
+  describe("resolveContextRecoverySettings", () => {
+    it("returns disabled when not configured", () => {
+      const cfg = {} as MoltbotConfig;
+      const settings = resolveContextRecoverySettings(cfg);
+      expect(settings.enabled).toBe(false);
+      expect(settings.messages).toBe(0);
+    });
+
+    it("returns disabled when messages is 0", () => {
+      const cfg = {
+        agents: {
+          defaults: {
+            compaction: {
+              contextRecovery: { messages: 0 },
+            },
+          },
+        },
+      } as MoltbotConfig;
+      const settings = resolveContextRecoverySettings(cfg);
+      expect(settings.enabled).toBe(false);
+      expect(settings.messages).toBe(0);
+    });
+
+    it("returns enabled with correct message count", () => {
+      const cfg = {
+        agents: {
+          defaults: {
+            compaction: {
+              contextRecovery: { messages: 10 },
+            },
+          },
+        },
+      } as MoltbotConfig;
+      const settings = resolveContextRecoverySettings(cfg);
+      expect(settings.enabled).toBe(true);
+      expect(settings.messages).toBe(10);
+    });
+
+    it("caps message count at 50", () => {
+      const cfg = {
+        agents: {
+          defaults: {
+            compaction: {
+              contextRecovery: { messages: 100 },
+            },
+          },
+        },
+      } as MoltbotConfig;
+      const settings = resolveContextRecoverySettings(cfg);
+      expect(settings.enabled).toBe(true);
+      expect(settings.messages).toBe(50);
+    });
+  });
+
+  describe("checkContextRecoveryNeeded", () => {
+    it("returns not needed when disabled", () => {
+      const cfg = {} as MoltbotConfig;
+      const sessionEntry = {
+        sessionId: "test",
+        updatedAt: Date.now(),
+        compactionCount: 5,
+      } as SessionEntry;
+
+      const result = checkContextRecoveryNeeded({ cfg, sessionEntry });
+      expect(result.needed).toBe(false);
+    });
+
+    it("returns not needed when no session entry", () => {
+      const cfg = {
+        agents: {
+          defaults: {
+            compaction: {
+              contextRecovery: { messages: 10 },
+            },
+          },
+        },
+      } as MoltbotConfig;
+
+      const result = checkContextRecoveryNeeded({ cfg, sessionEntry: undefined });
+      expect(result.needed).toBe(false);
+    });
+
+    it("returns not needed when compaction count is 0", () => {
+      const cfg = {
+        agents: {
+          defaults: {
+            compaction: {
+              contextRecovery: { messages: 10 },
+            },
+          },
+        },
+      } as MoltbotConfig;
+      const sessionEntry = {
+        sessionId: "test",
+        updatedAt: Date.now(),
+        compactionCount: 0,
+      } as SessionEntry;
+
+      const result = checkContextRecoveryNeeded({ cfg, sessionEntry });
+      expect(result.needed).toBe(false);
+    });
+
+    it("returns not needed when already recovered for current compaction", () => {
+      const cfg = {
+        agents: {
+          defaults: {
+            compaction: {
+              contextRecovery: { messages: 10 },
+            },
+          },
+        },
+      } as MoltbotConfig;
+      const sessionEntry = {
+        sessionId: "test",
+        updatedAt: Date.now(),
+        compactionCount: 3,
+        lastContextRecoveryCompactionCount: 3,
+      } as SessionEntry;
+
+      const result = checkContextRecoveryNeeded({ cfg, sessionEntry });
+      expect(result.needed).toBe(false);
+    });
+
+    it("returns needed when compaction count exceeds last recovery", () => {
+      const cfg = {
+        agents: {
+          defaults: {
+            compaction: {
+              contextRecovery: { messages: 10 },
+            },
+          },
+        },
+      } as MoltbotConfig;
+      const sessionEntry = {
+        sessionId: "test",
+        updatedAt: Date.now(),
+        compactionCount: 3,
+        lastContextRecoveryCompactionCount: 2,
+      } as SessionEntry;
+
+      const result = checkContextRecoveryNeeded({ cfg, sessionEntry });
+      expect(result.needed).toBe(true);
+      expect(result.messageCount).toBe(10);
+      expect(result.compactionCount).toBe(3);
+    });
+
+    it("returns needed on first compaction when never recovered", () => {
+      const cfg = {
+        agents: {
+          defaults: {
+            compaction: {
+              contextRecovery: { messages: 5 },
+            },
+          },
+        },
+      } as MoltbotConfig;
+      const sessionEntry = {
+        sessionId: "test",
+        updatedAt: Date.now(),
+        compactionCount: 1,
+      } as SessionEntry;
+
+      const result = checkContextRecoveryNeeded({ cfg, sessionEntry });
+      expect(result.needed).toBe(true);
+      expect(result.messageCount).toBe(5);
+      expect(result.compactionCount).toBe(1);
+    });
+  });
+});
diff --git a/src/auto-reply/reply/context-recovery.ts b/src/auto-reply/reply/context-recovery.ts
new file mode 100644
index 000000000..cb2013504
--- /dev/null
+++ b/src/auto-reply/reply/context-recovery.ts
@@ -0,0 +1,228 @@
+/**
+ * Context recovery after compaction.
+ *
+ * When enabled via `compaction.contextRecovery.messages`, this module fetches recent
+ * messages from the session transcript after a compaction event and injects them
+ * as context for the agent's next turn.
+ */
+
+import type { MoltbotConfig } from "../../config/config.js";
+import type { SessionEntry } from "../../config/sessions.js";
+import { callGateway } from "../../gateway/call.js";
+import { logVerbose } from "../../globals.js";
+
+/** Result of checking whether context recovery is needed. */
+export type ContextRecoveryCheck = {
+  /** Whether context recovery should be performed. */
+  needed: boolean;
+  /** Number of messages to recover. */
+  messageCount: number;
+  /** Current compaction count (for updating session after recovery). */
+  compactionCount: number;
+};
+
+/** Recovered message for context injection. */
+export type RecoveredMessage = {
+  role: "user" | "assistant";
+  text: string;
+  timestamp?: string;
+};
+
+/** Result of context recovery. */
+export type ContextRecoveryResult = {
+  /** Whether recovery was successful. */
+  ok: boolean;
+  /** Recovered messages (empty if none found or recovery failed). */
+  messages: RecoveredMessage[];
+  /** Formatted context block for system prompt injection. */
+  contextBlock: string | null;
+  /** Error message if recovery failed. */
+  error?: string;
+};
+
+/**
+ * Resolve the context recovery settings from config.
+ */
+export function resolveContextRecoverySettings(cfg: MoltbotConfig): {
+  enabled: boolean;
+  messages: number;
+} {
+  const contextRecovery = cfg.agents?.defaults?.compaction?.contextRecovery;
+  const messages = contextRecovery?.messages ?? 0;
+  return {
+    enabled: messages > 0,
+    messages: Math.min(messages, 50), // Cap at 50 messages max
+  };
+}
+
+/**
+ * Check if context recovery is needed for a session.
+ *
+ * Recovery is needed when:
+ * 1. Context recovery is enabled in config
+ * 2. The session has been compacted (compactionCount > 0)
+ * 3. We haven't already recovered for this compaction (compactionCount > lastContextRecoveryCompactionCount)
+ */
+export function checkContextRecoveryNeeded(params: {
+  cfg: MoltbotConfig;
+  sessionEntry?: SessionEntry;
+}): ContextRecoveryCheck {
+  const settings = resolveContextRecoverySettings(params.cfg);
+
+  if (!settings.enabled || !params.sessionEntry) {
+    return { needed: false, messageCount: 0, compactionCount: 0 };
+  }
+
+  const compactionCount = params.sessionEntry.compactionCount ?? 0;
+  const lastRecoveryAt = params.sessionEntry.lastContextRecoveryCompactionCount ?? 0;
+
+  // Recovery needed if we've had a compaction since last recovery
+  const needed = compactionCount > 0 && compactionCount > lastRecoveryAt;
+
+  return {
+    needed,
+    messageCount: settings.messages,
+    compactionCount,
+  };
+}
+
+/**
+ * Fetch recent messages from session history via Gateway.
+ */
+async function fetchSessionMessages(params: {
+  sessionKey: string;
+  limit: number;
+}): Promise<RecoveredMessage[]> {
+  try {
+    const result = (await callGateway({
+      method: "chat.history",
+      params: {
+        sessionKey: params.sessionKey,
+        limit: params.limit + 10, // Fetch extra to account for system/tool messages
+      },
+    })) as { messages?: unknown[] };
+
+    const rawMessages = Array.isArray(result?.messages) ? result.messages : [];
+
+    // Filter and transform to RecoveredMessage format
+    const messages: RecoveredMessage[] = [];
+    for (const msg of rawMessages) {
+      if (!msg || typeof msg !== "object") continue;
+
+      const role = (msg as Record<string, unknown>).role;
+      if (role !== "user" && role !== "assistant") continue;
+
+      // Extract text content
+      const content = (msg as Record<string, unknown>).content;
+      let text = "";
+
+      if (typeof content === "string") {
+        text = content;
+      } else if (Array.isArray(content)) {
+        // Handle content blocks (e.g., [{type: "text", text: "..."}])
+        for (const block of content) {
+          if (
+            block &&
+            typeof block === "object" &&
+            (block as Record<string, unknown>).type === "text"
+          ) {
+            const blockText = (block as Record<string, unknown>).text;
+            if (typeof blockText === "string") {
+              text += blockText;
+            }
+          }
+        }
+      }
+
+      if (!text.trim()) continue;
+
+      // Skip tool-related messages and system injections
+      if (text.startsWith("[tool:") || text.startsWith("[System Event]")) continue;
+
+      const timestamp = (msg as Record<string, unknown>).timestamp;
+
+      messages.push({
+        role: role as "user" | "assistant",
+        text: text.trim(),
+        timestamp: typeof timestamp === "string" ? timestamp : undefined,
+      });
+    }
+
+    // Return the most recent N messages
+    return messages.slice(-params.limit);
+  } catch (err) {
+    logVerbose(`Context recovery: failed to fetch session history: ${String(err)}`);
+    return [];
+  }
+}
+
+/**
+ * Format recovered messages as a context block for system prompt injection.
+ */
+function formatContextBlock(messages: RecoveredMessage[]): string | null {
+  if (messages.length === 0) return null;
+
+  const lines: string[] = [
+    "## Recent Conversation (Recovered After Context Compaction)",
+    "",
+    "The following is a summary of the recent conversation before compaction. Use this to maintain continuity:",
+    "",
+  ];
+
+  for (const msg of messages) {
+    const roleLabel = msg.role === "user" ? "User" : "Assistant";
+    // Truncate very long messages to avoid bloating context
+    const text = msg.text.length > 500 ? `${msg.text.slice(0, 500)}...` : msg.text;
+    lines.push(`**${roleLabel}:** ${text}`);
+    lines.push("");
+  }
+
+  lines.push("---");
+  lines.push("");
+
+  return lines.join("\n");
+}
+
+/**
+ * Perform context recovery: fetch recent messages and format for injection.
+ */
+export async function recoverContext(params: {
+  sessionKey: string;
+  messageCount: number;
+}): Promise<ContextRecoveryResult> {
+  try {
+    const messages = await fetchSessionMessages({
+      sessionKey: params.sessionKey,
+      limit: params.messageCount,
+    });
+
+    if (messages.length === 0) {
+      return {
+        ok: true,
+        messages: [],
+        contextBlock: null,
+      };
+    }
+
+    const contextBlock = formatContextBlock(messages);
+
+    logVerbose(
+      `Context recovery: recovered ${messages.length} messages for session ${params.sessionKey}`,
+    );
+
+    return {
+      ok: true,
+      messages,
+      contextBlock,
+    };
+  } catch (err) {
+    const error = err instanceof Error ? err.message : String(err);
+    logVerbose(`Context recovery failed: ${error}`);
+    return {
+      ok: false,
+      messages: [],
+      contextBlock: null,
+      error,
+    };
+  }
+}
diff --git a/src/config/sessions/types.ts b/src/config/sessions/types.ts
index 48ce428c1..02817873f 100644
--- a/src/config/sessions/types.ts
+++ b/src/config/sessions/types.ts
@@ -77,6 +77,8 @@ export type SessionEntry = {
   compactionCount?: number;
   memoryFlushAt?: number;
   memoryFlushCompactionCount?: number;
+  /** Compaction count at which context recovery was last performed. */
+  lastContextRecoveryCompactionCount?: number;
   cliSessionIds?: Record<string, string>;
   claudeCliSessionId?: string;
   label?: string;
diff --git a/src/config/types.agent-defaults.ts b/src/config/types.agent-defaults.ts
index 9c6ce0211..0de7c69a6 100644
--- a/src/config/types.agent-defaults.ts
+++ b/src/config/types.agent-defaults.ts
@@ -248,6 +248,8 @@ export type AgentCompactionConfig = {
   maxHistoryShare?: number;
   /** Pre-compaction memory flush (agentic turn). Default: enabled. */
   memoryFlush?: AgentCompactionMemoryFlushConfig;
+  /** Auto-recover recent messages from session history after compaction. */
+  contextRecovery?: AgentCompactionContextRecoveryConfig;
 };
 
 export type AgentCompactionMemoryFlushConfig = {
@@ -260,3 +262,8 @@ export type AgentCompactionMemoryFlushConfig = {
   /** System prompt appended for the memory flush turn. */
   systemPrompt?: string;
 };
+
+export type AgentCompactionContextRecoveryConfig = {
+  /** Number of recent messages to recover from session history after compaction (0 = disabled). Default: 0. */
+  messages?: number;
+};
diff --git a/src/config/zod-schema.agent-defaults.ts b/src/config/zod-schema.agent-defaults.ts
index a849078ed..5fb8116f0 100644
--- a/src/config/zod-schema.agent-defaults.ts
+++ b/src/config/zod-schema.agent-defaults.ts
@@ -100,6 +100,12 @@ export const AgentDefaultsSchema = z
           })
           .strict()
           .optional(),
+        contextRecovery: z
+          .object({
+            messages: z.number().int().nonnegative().max(50).optional(),
+          })
+          .strict()
+          .optional(),
       })
       .strict()
       .optional(),