diff --git a/src/hooks/keyword-detector/hook-ralph-loop.test.ts b/src/hooks/keyword-detector/hook-ralph-loop.test.ts
new file mode 100644
index 000000000..0ba0a6d27
--- /dev/null
+++ b/src/hooks/keyword-detector/hook-ralph-loop.test.ts
@@ -0,0 +1,222 @@
+import { describe, expect, test, beforeEach, afterEach } from "bun:test"
+import { createKeywordDetectorHook } from "./index"
+import { _resetForTesting, setMainSession } from "../../features/claude-code-session-state"
+
+type StartLoopCall = {
+  sessionID: string
+  prompt: string
+  options: Record<string, unknown>
+}
+
+type CancelLoopCall = { sessionID: string }
+
+function createMockPluginInput() {
+  return {
+    client: {
+      tui: {
+        showToast: async () => {},
+      },
+    },
+  } as any
+}
+
+function createMockRalphLoop(startLoopCalls: StartLoopCall[], cancelLoopCalls: CancelLoopCall[] = []) {
+  return {
+    startLoop: (sessionID: string, prompt: string, options?: Record<string, unknown>): boolean => {
+      startLoopCalls.push({ sessionID, prompt, options: options ?? {} })
+      return true
+    },
+    cancelLoop: (sessionID: string): boolean => {
+      cancelLoopCalls.push({ sessionID })
+      return true
+    },
+    getState: () => null,
+    event: async () => {},
+  }
+}
+
+describe("keyword-detector ralph-loop activation", () => {
+  beforeEach(() => {
+    _resetForTesting()
+  })
+
+  afterEach(() => {
+    _resetForTesting()
+  })
+
+  test("#given ulw keyword in main session #when chat.message fires #then ralph-loop startLoop is invoked with the user task", async () => {
+    // given
+    setMainSession("main-session")
+    const startLoopCalls: StartLoopCall[] = []
+    const ralphLoop = createMockRalphLoop(startLoopCalls)
+    const hook = createKeywordDetectorHook(createMockPluginInput(), undefined, ralphLoop)
+    const output = {
+      message: {} as Record<string, unknown>,
+      parts: [{ type: "text", text: "ulw build a multi-agent backend architecture" }],
+    }
+
+    // when
+    await hook["chat.message"]({ sessionID: "main-session", agent: "sisyphus" }, output)
+
+    // then
+    expect(startLoopCalls).toHaveLength(1)
+    expect(startLoopCalls[0].sessionID).toBe("main-session")
+    expect(startLoopCalls[0].prompt).toContain("build a multi-agent backend architecture")
+    expect(startLoopCalls[0].options.ultrawork).toBe(true)
+  })
+
+  test("#given ultrawork keyword in main session #when chat.message fires #then ralph-loop startLoop is invoked with ultrawork enabled", async () => {
+    // given
+    setMainSession("main-session")
+    const startLoopCalls: StartLoopCall[] = []
+    const ralphLoop = createMockRalphLoop(startLoopCalls)
+    const hook = createKeywordDetectorHook(createMockPluginInput(), undefined, ralphLoop)
+    const output = {
+      message: {} as Record<string, unknown>,
+      parts: [{ type: "text", text: "ultrawork ship the dashboard" }],
+    }
+
+    // when
+    await hook["chat.message"]({ sessionID: "main-session", agent: "sisyphus" }, output)
+
+    // then
+    expect(startLoopCalls).toHaveLength(1)
+    expect(startLoopCalls[0].sessionID).toBe("main-session")
+    expect(startLoopCalls[0].prompt).toContain("ship the dashboard")
+    expect(startLoopCalls[0].options.ultrawork).toBe(true)
+  })
+
+  test("#given non-ulw message #when chat.message fires #then ralph-loop startLoop is not invoked", async () => {
+    // given
+    setMainSession("main-session")
+    const startLoopCalls: StartLoopCall[] = []
+    const ralphLoop = createMockRalphLoop(startLoopCalls)
+    const hook = createKeywordDetectorHook(createMockPluginInput(), undefined, ralphLoop)
+    const output = {
+      message: {} as Record<string, unknown>,
+      parts: [{ type: "text", text: "just a normal message" }],
+    }
+
+    // when
+    await hook["chat.message"]({ sessionID: "main-session", agent: "sisyphus" }, output)
+
+    // then
+    expect(startLoopCalls).toHaveLength(0)
+  })
+
+  test("#given ulw keyword with planner agent #when chat.message fires #then ralph-loop startLoop is not invoked", async () => {
+    // given
+    setMainSession("main-session")
+    const startLoopCalls: StartLoopCall[] = []
+    const ralphLoop = createMockRalphLoop(startLoopCalls)
+    const hook = createKeywordDetectorHook(createMockPluginInput(), undefined, ralphLoop)
+    const output = {
+      message: {} as Record<string, unknown>,
+      parts: [{ type: "text", text: "ulw plan this feature" }],
+    }
+
+    // when
+    await hook["chat.message"]({ sessionID: "main-session", agent: "prometheus" }, output)
+
+    // then
+    expect(startLoopCalls).toHaveLength(0)
+  })
+
+  test("#given ulw keyword with non-OMO agent #when chat.message fires #then ralph-loop startLoop is not invoked", async () => {
+    // given
+    setMainSession("main-session")
+    const startLoopCalls: StartLoopCall[] = []
+    const ralphLoop = createMockRalphLoop(startLoopCalls)
+    const hook = createKeywordDetectorHook(createMockPluginInput(), undefined, ralphLoop)
+    const output = {
+      message: {} as Record<string, unknown>,
+      parts: [{ type: "text", text: "ulw build feature" }],
+    }
+
+    // when
+    await hook["chat.message"]({ sessionID: "main-session", agent: "OpenCode-Builder" }, output)
+
+    // then
+    expect(startLoopCalls).toHaveLength(0)
+  })
+
+  test("#given ulw keyword without ralphLoop dependency #when chat.message fires #then no error is thrown and prompt is still injected", async () => {
+    // given
+    setMainSession("main-session")
+    const hook = createKeywordDetectorHook(createMockPluginInput())
+    const output = {
+      message: {} as Record<string, unknown>,
+      parts: [{ type: "text", text: "ulw do this" }],
+    }
+
+    // when
+    await hook["chat.message"]({ sessionID: "main-session", agent: "sisyphus" }, output)
+
+    // then
+    const textPart = output.parts.find((p) => p.type === "text")
+    expect(textPart!.text).toContain("YOU MUST LEVERAGE ALL AVAILABLE AGENTS")
+    expect(textPart!.text).toContain("do this")
+  })
+
+  test("#given partial 'ulw' substring in StatefulWidget #when chat.message fires #then ralph-loop startLoop is not invoked", async () => {
+    // given
+    _resetForTesting()
+    const startLoopCalls: StartLoopCall[] = []
+    const ralphLoop = createMockRalphLoop(startLoopCalls)
+    const hook = createKeywordDetectorHook(createMockPluginInput(), undefined, ralphLoop)
+    const output = {
+      message: {} as Record<string, unknown>,
+      parts: [{ type: "text", text: "refactor the StatefulWidget component" }],
+    }
+
+    // when
+    await hook["chat.message"]({ sessionID: "any-session", agent: "sisyphus" }, output)
+
+    // then
+    expect(startLoopCalls).toHaveLength(0)
+  })
+
+  test("#given ulw keyword inside system-reminder block #when chat.message fires #then ralph-loop startLoop is not invoked", async () => {
+    // given
+    setMainSession("main-session")
+    const startLoopCalls: StartLoopCall[] = []
+    const ralphLoop = createMockRalphLoop(startLoopCalls)
+    const hook = createKeywordDetectorHook(createMockPluginInput(), undefined, ralphLoop)
+    const output = {
+      message: {} as Record<string, unknown>,
+      parts: [{
+        type: "text",
+        text: `<system-reminder>
+The system mentions ulw mode in passing.
+</system-reminder>`,
+      }],
+    }
+
+    // when
+    await hook["chat.message"]({ sessionID: "main-session", agent: "sisyphus" }, output)
+
+    // then
+    expect(startLoopCalls).toHaveLength(0)
+  })
+
+  test("#given ulw keyword #when chat.message fires #then prompt is also injected as before", async () => {
+    // given
+    setMainSession("main-session")
+    const startLoopCalls: StartLoopCall[] = []
+    const ralphLoop = createMockRalphLoop(startLoopCalls)
+    const hook = createKeywordDetectorHook(createMockPluginInput(), undefined, ralphLoop)
+    const output = {
+      message: {} as Record<string, unknown>,
+      parts: [{ type: "text", text: "ulw refactor the codebase" }],
+    }
+
+    // when
+    await hook["chat.message"]({ sessionID: "main-session", agent: "sisyphus" }, output)
+
+    // then
+    const textPart = output.parts.find((p) => p.type === "text")
+    expect(textPart!.text).toContain("YOU MUST LEVERAGE ALL AVAILABLE AGENTS")
+    expect(textPart!.text).toContain("refactor the codebase")
+    expect(startLoopCalls).toHaveLength(1)
+  })
+})
diff --git a/src/hooks/keyword-detector/hook.ts b/src/hooks/keyword-detector/hook.ts
index c03e43cc3..1d35bbe3f 100644
--- a/src/hooks/keyword-detector/hook.ts
+++ b/src/hooks/keyword-detector/hook.ts
@@ -12,8 +12,20 @@ import {
   subagentSessions,
 } from "../../features/claude-code-session-state"
 import type { ContextCollector } from "../../features/context-injector"
+import type { RalphLoopHook } from "../ralph-loop"
+import { parseRalphLoopArguments } from "../ralph-loop/command-arguments"
 
-export function createKeywordDetectorHook(ctx: PluginInput, _collector?: ContextCollector) {
+const ULTRAWORK_KEYWORD_PATTERN = /\b(ultrawork|ulw)\b/i
+
+function extractUltraworkTask(cleanText: string): string {
+  return cleanText.replace(ULTRAWORK_KEYWORD_PATTERN, "").trim()
+}
+
+export function createKeywordDetectorHook(
+  ctx: PluginInput,
+  _collector?: ContextCollector,
+  ralphLoop?: Pick<RalphLoopHook, "startLoop">
+) {
   function getRuntimeVariant(input: { variant?: string }, message: Record<string, unknown>): string | undefined {
     if (typeof message["variant"] === "string") {
       return message["variant"]
@@ -115,6 +127,17 @@ export function createKeywordDetectorHook(ctx: PluginInput, _collector?: Context
               sessionID: input.sessionID,
             })
           )
+
+        if (ralphLoop) {
+          const userTask = extractUltraworkTask(cleanText)
+          const parsedArguments = parseRalphLoopArguments(userTask)
+          ralphLoop.startLoop(input.sessionID, parsedArguments.prompt, {
+            ultrawork: true,
+            maxIterations: parsedArguments.maxIterations,
+            completionPromise: parsedArguments.completionPromise,
+            strategy: parsedArguments.strategy,
+          })
+        }
       }
 
       const textPartIndex = output.parts.findIndex((p) => p.type === "text" && p.text !== undefined)
diff --git a/src/plugin/hooks/create-core-hooks.ts b/src/plugin/hooks/create-core-hooks.ts
index 4bfd2b4b3..4da2b5085 100644
--- a/src/plugin/hooks/create-core-hooks.ts
+++ b/src/plugin/hooks/create-core-hooks.ts
@@ -36,6 +36,7 @@ export function createCoreHooks(args: {
     pluginConfig,
     isHookEnabled: (name) => isHookEnabled(name as HookName),
     safeHookEnabled,
+    ralphLoop: session.ralphLoop,
   })
 
   return {
diff --git a/src/plugin/hooks/create-transform-hooks.ts b/src/plugin/hooks/create-transform-hooks.ts
index c57a959bb..7d107571b 100644
--- a/src/plugin/hooks/create-transform-hooks.ts
+++ b/src/plugin/hooks/create-transform-hooks.ts
@@ -1,5 +1,6 @@
 import type { OhMyOpenCodeConfig } from "../../config"
 import type { PluginContext } from "../types"
+import type { RalphLoopHook } from "../../hooks/ralph-loop"
 
 import {
   createClaudeCodeHooksHook,
@@ -26,8 +27,9 @@ export function createTransformHooks(args: {
   pluginConfig: OhMyOpenCodeConfig
   isHookEnabled: (hookName: string) => boolean
   safeHookEnabled?: boolean
+  ralphLoop?: RalphLoopHook | null
 }): TransformHooks {
-  const { ctx, pluginConfig, isHookEnabled } = args
+  const { ctx, pluginConfig, isHookEnabled, ralphLoop } = args
   const safeHookEnabled = args.safeHookEnabled ?? true
 
   const claudeCodeHooks = isHookEnabled("claude-code-hooks")
@@ -49,7 +51,7 @@ export function createTransformHooks(args: {
   const keywordDetector = isHookEnabled("keyword-detector")
     ? safeCreateHook(
         "keyword-detector",
-        () => createKeywordDetectorHook(ctx, contextCollector),
+        () => createKeywordDetectorHook(ctx, contextCollector, ralphLoop ?? undefined),
         { enabled: safeHookEnabled },
       )
     : null