feat: add Docker support and inbound webhooks (Tier 2)

- Dockerfile: multi-stage build (node:22-alpine), better-sqlite3 native deps handled
- .dockerignore + docker-compose.yml for deployment
- FLYNN_DATA_DIR env var support in daemon, CLI, and TUI
- WebhookHandler: ChannelAdapter for HTTP POST /webhooks/:name
- Per-webhook HMAC auth, template rendering ({{body}}, {{json.field}})
- Config schema: automation.webhooks array with name/secret/message/output
- Gateway routes webhook requests before static files (bypasses gateway auth)
- 23 new tests for webhook functionality, 874 total tests passing

.dockerignore

@@ -0,0 +1,35 @@
+node_modules
+dist
+.git
+.gitignore
+.worktrees
+
+# Logs
+*.log
+
+# Environment files
+.env
+.env.*
+!.env.example
+
+# Documentation (keep README)
+docs/
+*.md
+!README.md
+!SOUL.md
+
+# Test files
+src/**/*.test.ts
+vitest.config.*
+
+# Lint config
+eslint.config.*
+
+# Editor / IDE
+.vscode
+.idea
+*.swp
+*.swo
+
+# Claude config
+.claude

Dockerfile

@@ -0,0 +1,72 @@
+# ── Builder stage ──────────────────────────────────────────────
+FROM node:22-alpine AS builder
+
+# Enable corepack for pnpm
+RUN corepack enable && corepack prepare pnpm@latest --activate
+
+# Install native build tools (needed for better-sqlite3)
+RUN apk add --no-cache python3 make g++
+
+WORKDIR /app
+
+# Copy dependency manifests first (layer caching)
+COPY package.json pnpm-lock.yaml pnpm-workspace.yaml ./
+
+# Install dependencies (frozen lockfile for reproducibility)
+RUN pnpm install --frozen-lockfile
+
+# Copy source and config
+COPY tsconfig.json ./
+COPY src/ src/
+COPY config/ config/
+
+# Build TypeScript
+RUN pnpm build
+
+
+# ── Runtime stage ─────────────────────────────────────────────
+FROM node:22-alpine
+
+# Label
+LABEL org.opencontainers.image.title="Flynn" \
+      org.opencontainers.image.description="Self-hosted personal AI agent" \
+      org.opencontainers.image.source="https://github.com/will666/flynn"
+
+WORKDIR /app
+
+# Copy node_modules from builder (includes compiled native deps like better-sqlite3)
+COPY --from=builder /app/node_modules/ node_modules/
+
+# Copy compiled output
+COPY --from=builder /app/dist/ dist/
+
+# Copy gateway UI static files into dist/gateway/ui so import.meta.dirname
+# resolution from dist/daemon/index.js (../gateway/ui) resolves correctly
+COPY --from=builder /app/src/gateway/ui/ dist/gateway/ui/
+
+# Copy default config
+COPY --from=builder /app/config/ config/
+
+# Copy package.json (needed for bin resolution / metadata)
+COPY --from=builder /app/package.json ./
+
+# Copy SOUL.md if it exists (prompt template loaded at runtime)
+COPY --from=builder /app/SOUL.md ./
+
+# Create data directories
+RUN mkdir -p /data/memory /data/sessions /config
+
+# Environment
+ENV NODE_ENV=production \
+    FLYNN_CONFIG=/config/config.yaml \
+    FLYNN_DATA_DIR=/data
+
+# Gateway port
+EXPOSE 18800
+
+# Health check — verify the gateway is responding
+HEALTHCHECK --interval=30s --timeout=5s --start-period=15s --retries=3 \
+  CMD wget -qO- http://localhost:18800/ || exit 1
+
+ENTRYPOINT ["node", "dist/cli/index.js"]
+CMD ["start"]

docker-compose.yml

@@ -0,0 +1,34 @@
+services:
+  flynn:
+    build: .
+    container_name: flynn
+    restart: unless-stopped
+    ports:
+      - "18800:18800"
+    volumes:
+      # Persistent data (sessions DB, memory store)
+      - flynn-data:/data
+      # Mount your config file
+      - ./config/default.yaml:/config/config.yaml:ro
+    environment:
+      # Required: at least one model provider API key
+      - ANTHROPIC_API_KEY=${ANTHROPIC_API_KEY:-}
+      # Optional: additional provider keys
+      - OPENAI_API_KEY=${OPENAI_API_KEY:-}
+      - OPENROUTER_API_KEY=${OPENROUTER_API_KEY:-}
+      - GOOGLE_API_KEY=${GOOGLE_API_KEY:-}
+      # Optional: Telegram integration
+      - FLYNN_TELEGRAM_TOKEN=${FLYNN_TELEGRAM_TOKEN:-}
+      # Optional: Discord integration
+      - DISCORD_BOT_TOKEN=${DISCORD_BOT_TOKEN:-}
+      # Optional: Gateway auth token
+      - FLYNN_SERVER_TOKEN=${FLYNN_SERVER_TOKEN:-}
+    healthcheck:
+      test: ["CMD", "wget", "-qO-", "http://localhost:18800/"]
+      interval: 30s
+      timeout: 5s
+      start_period: 15s
+      retries: 3
+
+volumes:
+  flynn-data:

src/automation/index.ts

@@ -1 +1,2 @@
 export { CronScheduler } from './cron.js';
+export { WebhookHandler } from './webhooks.js';

src/automation/webhooks.test.ts

@@ -0,0 +1,307 @@
+import { describe, it, expect, vi, beforeEach, afterEach } from 'vitest';
+import { WebhookHandler, _verifyHmac, _renderTemplate } from './webhooks.js';
+import type { WebhookConfig } from '../config/schema.js';
+import type { InboundMessage } from '../channels/types.js';
+import type { IncomingMessage, ServerResponse } from 'http';
+import { createHmac } from 'crypto';
+import { EventEmitter } from 'events';
+
+function makeWebhook(overrides?: Partial<WebhookConfig>): WebhookConfig {
+  return {
+    name: 'test-hook',
+    message: '{{body}}',
+    output: { channel: 'telegram', peer: '123' },
+    enabled: true,
+    ...overrides,
+  };
+}
+
+/** Create a mock IncomingMessage that emits the given body. */
+function mockRequest(body: string, headers: Record<string, string> = {}): IncomingMessage {
+  const emitter = new EventEmitter();
+  (emitter as any).headers = headers;
+  // Simulate data arriving next tick
+  process.nextTick(() => {
+    emitter.emit('data', Buffer.from(body));
+    emitter.emit('end');
+  });
+  return emitter as unknown as IncomingMessage;
+}
+
+/** Create a mock ServerResponse that captures writeHead and end calls. */
+function mockResponse(): ServerResponse & { statusCode_: number; body_: string; headers_: Record<string, string> } {
+  const res: any = {
+    statusCode_: 0,
+    body_: '',
+    headers_: {},
+    writeHead(code: number, headers?: Record<string, string>) {
+      res.statusCode_ = code;
+      if (headers) res.headers_ = headers;
+      return res;
+    },
+    end(body?: string) {
+      res.body_ = body ?? '';
+      return res;
+    },
+  };
+  return res;
+}
+
+describe('WebhookHandler', () => {
+  let handler: WebhookHandler;
+  let mockChannelRegistry: { get: ReturnType<typeof vi.fn> };
+
+  beforeEach(() => {
+    mockChannelRegistry = {
+      get: vi.fn(),
+    };
+  });
+
+  afterEach(async () => {
+    if (handler) {
+      await handler.disconnect();
+    }
+  });
+
+  it('implements ChannelAdapter interface', () => {
+    handler = new WebhookHandler([], mockChannelRegistry as any);
+    expect(handler.name).toBe('webhook');
+    expect(handler.status).toBe('disconnected');
+  });
+
+  it('status changes to connected after connect()', async () => {
+    handler = new WebhookHandler([], mockChannelRegistry as any);
+    await handler.connect();
+    expect(handler.status).toBe('connected');
+  });
+
+  it('status changes to disconnected after disconnect()', async () => {
+    handler = new WebhookHandler([], mockChannelRegistry as any);
+    await handler.connect();
+    await handler.disconnect();
+    expect(handler.status).toBe('disconnected');
+  });
+
+  it('lists registered webhook names', () => {
+    const webhooks = [
+      makeWebhook({ name: 'hook-a' }),
+      makeWebhook({ name: 'hook-b', enabled: false }),
+    ];
+    handler = new WebhookHandler(webhooks, mockChannelRegistry as any);
+
+    const names = handler.getWebhookNames();
+    expect(names).toEqual(['hook-a', 'hook-b']);
+  });
+
+  it('handleRequest produces correct InboundMessage', async () => {
+    const webhooks = [makeWebhook()];
+    handler = new WebhookHandler(webhooks, mockChannelRegistry as any);
+
+    const messages: InboundMessage[] = [];
+    handler.onMessage((msg: InboundMessage) => messages.push(msg));
+    await handler.connect();
+
+    const req = mockRequest('hello world');
+    const res = mockResponse();
+
+    const result = await handler.handleRequest('test-hook', req, res);
+
+    expect(result).toBe(true);
+    expect(res.statusCode_).toBe(202);
+    expect(messages).toHaveLength(1);
+    expect(messages[0].channel).toBe('webhook');
+    expect(messages[0].senderId).toBe('test-hook');
+    expect(messages[0].text).toBe('hello world');
+  });
+
+  it('returns false for unknown webhook', async () => {
+    handler = new WebhookHandler([], mockChannelRegistry as any);
+    await handler.connect();
+
+    const req = mockRequest('test');
+    const res = mockResponse();
+
+    const result = await handler.handleRequest('nonexistent', req, res);
+
+    expect(result).toBe(false);
+    expect(res.statusCode_).toBe(404);
+  });
+
+  it('returns false for disabled webhook', async () => {
+    const webhooks = [makeWebhook({ enabled: false })];
+    handler = new WebhookHandler(webhooks, mockChannelRegistry as any);
+    await handler.connect();
+
+    const req = mockRequest('test');
+    const res = mockResponse();
+
+    const result = await handler.handleRequest('test-hook', req, res);
+
+    expect(result).toBe(false);
+    expect(res.statusCode_).toBe(404);
+  });
+
+  it('verifies valid HMAC signature', async () => {
+    const secret = 'my-secret-key';
+    const webhooks = [makeWebhook({ secret })];
+    handler = new WebhookHandler(webhooks, mockChannelRegistry as any);
+
+    const messages: InboundMessage[] = [];
+    handler.onMessage((msg: InboundMessage) => messages.push(msg));
+    await handler.connect();
+
+    const body = '{"event":"push"}';
+    const signature = 'sha256=' + createHmac('sha256', secret).update(body).digest('hex');
+
+    const req = mockRequest(body, { 'x-webhook-signature': signature });
+    const res = mockResponse();
+
+    const result = await handler.handleRequest('test-hook', req, res);
+
+    expect(result).toBe(true);
+    expect(res.statusCode_).toBe(202);
+    expect(messages).toHaveLength(1);
+  });
+
+  it('rejects invalid HMAC signature', async () => {
+    const secret = 'my-secret-key';
+    const webhooks = [makeWebhook({ secret })];
+    handler = new WebhookHandler(webhooks, mockChannelRegistry as any);
+
+    const messages: InboundMessage[] = [];
+    handler.onMessage((msg: InboundMessage) => messages.push(msg));
+    await handler.connect();
+
+    const req = mockRequest('{"event":"push"}', { 'x-webhook-signature': 'sha256=invalid' });
+    const res = mockResponse();
+
+    const result = await handler.handleRequest('test-hook', req, res);
+
+    expect(result).toBe(false);
+    expect(res.statusCode_).toBe(401);
+    expect(messages).toHaveLength(0);
+  });
+
+  it('rejects missing HMAC signature when secret is configured', async () => {
+    const secret = 'my-secret-key';
+    const webhooks = [makeWebhook({ secret })];
+    handler = new WebhookHandler(webhooks, mockChannelRegistry as any);
+
+    const messages: InboundMessage[] = [];
+    handler.onMessage((msg: InboundMessage) => messages.push(msg));
+    await handler.connect();
+
+    const req = mockRequest('{"event":"push"}');
+    const res = mockResponse();
+
+    const result = await handler.handleRequest('test-hook', req, res);
+
+    expect(result).toBe(false);
+    expect(res.statusCode_).toBe(401);
+    expect(messages).toHaveLength(0);
+  });
+
+  it('forwards response to output channel on send()', async () => {
+    const mockOutputAdapter = {
+      send: vi.fn().mockResolvedValue(undefined),
+    };
+    mockChannelRegistry.get.mockReturnValue(mockOutputAdapter);
+
+    const webhooks = [makeWebhook()];
+    handler = new WebhookHandler(webhooks, mockChannelRegistry as any);
+    await handler.connect();
+
+    await handler.send('test-hook', { text: 'Agent response' });
+
+    expect(mockChannelRegistry.get).toHaveBeenCalledWith('telegram');
+    expect(mockOutputAdapter.send).toHaveBeenCalledWith('123', { text: 'Agent response' });
+  });
+
+  it('logs warning when output channel not found', async () => {
+    mockChannelRegistry.get.mockReturnValue(undefined);
+    const warnSpy = vi.spyOn(console, 'warn').mockImplementation(() => {});
+
+    const webhooks = [makeWebhook()];
+    handler = new WebhookHandler(webhooks, mockChannelRegistry as any);
+    await handler.connect();
+
+    await handler.send('test-hook', { text: 'Agent response' });
+
+    expect(warnSpy).toHaveBeenCalledWith(expect.stringContaining('Output channel'));
+    warnSpy.mockRestore();
+  });
+
+  it('logs warning when webhook name not found in send()', async () => {
+    const warnSpy = vi.spyOn(console, 'warn').mockImplementation(() => {});
+
+    const webhooks = [makeWebhook()];
+    handler = new WebhookHandler(webhooks, mockChannelRegistry as any);
+    await handler.connect();
+
+    await handler.send('nonexistent-hook', { text: 'response' });
+
+    expect(warnSpy).toHaveBeenCalledWith(expect.stringContaining('No webhook'));
+    warnSpy.mockRestore();
+  });
+});
+
+describe('renderTemplate', () => {
+  it('replaces {{body}} with raw body', () => {
+    const result = _renderTemplate('Received: {{body}}', 'hello');
+    expect(result).toBe('Received: hello');
+  });
+
+  it('replaces {{json.field}} with JSON field value', () => {
+    const result = _renderTemplate('Event: {{json.action}}', '{"action":"push","repo":"test"}');
+    expect(result).toBe('Event: push');
+  });
+
+  it('replaces multiple {{json.field}} placeholders', () => {
+    const result = _renderTemplate(
+      '{{json.action}} on {{json.repo}}',
+      '{"action":"push","repo":"my-repo"}',
+    );
+    expect(result).toBe('push on my-repo');
+  });
+
+  it('returns empty string for missing JSON fields', () => {
+    const result = _renderTemplate('Value: {{json.missing}}', '{"action":"push"}');
+    expect(result).toBe('Value: ');
+  });
+
+  it('returns empty string for invalid JSON body with json placeholder', () => {
+    const result = _renderTemplate('Value: {{json.field}}', 'not-json');
+    expect(result).toBe('Value: ');
+  });
+
+  it('stringifies non-string JSON values', () => {
+    const result = _renderTemplate('Count: {{json.count}}', '{"count":42}');
+    expect(result).toBe('Count: 42');
+  });
+
+  it('handles template with both {{body}} and {{json.field}}', () => {
+    const body = '{"action":"deploy"}';
+    const result = _renderTemplate('Action: {{json.action}}, Raw: {{body}}', body);
+    expect(result).toBe('Action: deploy, Raw: {"action":"deploy"}');
+  });
+});
+
+describe('verifyHmac', () => {
+  it('returns true for valid signature with sha256= prefix', () => {
+    const secret = 'test-secret';
+    const body = 'test-body';
+    const sig = 'sha256=' + createHmac('sha256', secret).update(body).digest('hex');
+    expect(_verifyHmac(body, secret, sig)).toBe(true);
+  });
+
+  it('returns true for valid signature without prefix', () => {
+    const secret = 'test-secret';
+    const body = 'test-body';
+    const sig = createHmac('sha256', secret).update(body).digest('hex');
+    expect(_verifyHmac(body, secret, sig)).toBe(true);
+  });
+
+  it('returns false for invalid signature', () => {
+    expect(_verifyHmac('body', 'secret', 'sha256=deadbeef')).toBe(false);
+  });
+});

src/automation/webhooks.ts

@@ -0,0 +1,171 @@
+import { createHmac, timingSafeEqual } from 'crypto';
+import type { IncomingMessage, ServerResponse } from 'http';
+import type { WebhookConfig } from '../config/schema.js';
+import type { ChannelAdapter, ChannelStatus, InboundMessage, OutboundMessage } from '../channels/types.js';
+
+/** Minimal interface for the parts of ChannelRegistry we need. */
+interface ChannelLookup {
+  get(name: string): { send(peerId: string, message: OutboundMessage): Promise<void> } | undefined;
+}
+
+/** Read the full request body as a string. */
+function readBody(req: IncomingMessage): Promise<string> {
+  return new Promise((resolve, reject) => {
+    const chunks: Buffer[] = [];
+    req.on('data', (chunk: Buffer) => chunks.push(chunk));
+    req.on('end', () => resolve(Buffer.concat(chunks).toString('utf-8')));
+    req.on('error', reject);
+  });
+}
+
+/** Verify HMAC-SHA256 signature from the X-Webhook-Signature header. */
+function verifyHmac(body: string, secret: string, signature: string): boolean {
+  const expected = createHmac('sha256', secret).update(body).digest('hex');
+  const sig = signature.startsWith('sha256=') ? signature.slice(7) : signature;
+
+  if (expected.length !== sig.length) return false;
+
+  try {
+    return timingSafeEqual(Buffer.from(expected, 'hex'), Buffer.from(sig, 'hex'));
+  } catch {
+    return false;
+  }
+}
+
+/**
+ * Render a message template with {{body}} and {{json.field}} placeholders.
+ * - {{body}} is replaced with the raw request body.
+ * - {{json.field}} accesses a top-level field from the parsed JSON body.
+ */
+function renderTemplate(template: string, body: string): string {
+  let result = template.replace(/\{\{body\}\}/g, body);
+
+  // Replace {{json.field}} placeholders
+  let parsed: Record<string, unknown> | undefined;
+  result = result.replace(/\{\{json\.([^}]+)\}\}/g, (_match, field: string) => {
+    if (!parsed) {
+      try {
+        parsed = JSON.parse(body) as Record<string, unknown>;
+      } catch {
+        return '';
+      }
+    }
+    const value = parsed[field];
+    if (value === undefined || value === null) return '';
+    return typeof value === 'string' ? value : JSON.stringify(value);
+  });
+
+  return result;
+}
+
+export class WebhookHandler implements ChannelAdapter {
+  readonly name = 'webhook';
+  private _status: ChannelStatus = 'disconnected';
+  private messageHandler?: (msg: InboundMessage) => void;
+  private webhooks: Map<string, WebhookConfig> = new Map();
+
+  constructor(
+    private readonly webhookConfigs: WebhookConfig[],
+    private readonly channelLookup: ChannelLookup,
+  ) {
+    for (const webhook of webhookConfigs) {
+      this.webhooks.set(webhook.name, webhook);
+    }
+  }
+
+  get status(): ChannelStatus {
+    return this._status;
+  }
+
+  async connect(): Promise<void> {
+    this._status = 'connected';
+
+    const enabledCount = this.webhookConfigs.filter(w => w.enabled).length;
+    if (enabledCount > 0) {
+      console.log(`WebhookHandler: ${enabledCount} webhook(s) registered`);
+    }
+  }
+
+  async disconnect(): Promise<void> {
+    this._status = 'disconnected';
+  }
+
+  async send(peerId: string, message: OutboundMessage): Promise<void> {
+    // peerId is the webhook name — look up its output config
+    const webhook = this.webhooks.get(peerId);
+    if (!webhook) {
+      console.warn(`No webhook found for '${peerId}'`);
+      return;
+    }
+
+    const outputAdapter = this.channelLookup.get(webhook.output.channel);
+    if (!outputAdapter) {
+      console.warn(`Output channel '${webhook.output.channel}' not found for webhook '${peerId}'`);
+      return;
+    }
+
+    await outputAdapter.send(webhook.output.peer, message);
+  }
+
+  onMessage(handler: (msg: InboundMessage) => void): void {
+    this.messageHandler = handler;
+  }
+
+  /**
+   * Handle an incoming HTTP webhook request.
+   * Returns true if the webhook was found and processed, false otherwise.
+   */
+  async handleRequest(webhookName: string, req: IncomingMessage, res: ServerResponse): Promise<boolean> {
+    const webhook = this.webhooks.get(webhookName);
+    if (!webhook) {
+      res.writeHead(404, { 'Content-Type': 'application/json' });
+      res.end(JSON.stringify({ error: 'Unknown webhook' }));
+      return false;
+    }
+
+    if (!webhook.enabled) {
+      res.writeHead(404, { 'Content-Type': 'application/json' });
+      res.end(JSON.stringify({ error: 'Webhook disabled' }));
+      return false;
+    }
+
+    const body = await readBody(req);
+
+    // Verify HMAC if secret is configured
+    if (webhook.secret) {
+      const signature = req.headers['x-webhook-signature'] as string | undefined;
+      if (!signature || !verifyHmac(body, webhook.secret, signature)) {
+        res.writeHead(401, { 'Content-Type': 'application/json' });
+        res.end(JSON.stringify({ error: 'Invalid signature' }));
+        return false;
+      }
+    }
+
+    // Render message template
+    const text = renderTemplate(webhook.message, body);
+
+    const msg: InboundMessage = {
+      id: `webhook-${webhookName}-${Date.now()}`,
+      channel: 'webhook',
+      senderId: webhookName,
+      senderName: `webhook:${webhookName}`,
+      text,
+      timestamp: Date.now(),
+      metadata: { webhookName, body },
+    };
+
+    this.messageHandler?.(msg);
+
+    res.writeHead(202, { 'Content-Type': 'application/json' });
+    res.end(JSON.stringify({ accepted: true }));
+    return true;
+  }
+
+  /** Get list of all webhook names (enabled and disabled). */
+  getWebhookNames(): string[] {
+    return Array.from(this.webhooks.keys());
+  }
+}
+
+// Export helpers for testing
+export { readBody as _readBody, verifyHmac as _verifyHmac, renderTemplate as _renderTemplate };

src/cli/shared.ts

@@ -8,9 +8,9 @@ export function getConfigPath(): string {
   return process.env.FLYNN_CONFIG ?? resolve(homedir(), '.config/flynn/config.yaml');
 }
 
-/** Get the data directory path. */
+/** Get the data directory path (FLYNN_DATA_DIR overrides default for Docker/custom deployments). */
 export function getDataDir(): string {
-  return resolve(homedir(), '.local/share/flynn');
+  return process.env.FLYNN_DATA_DIR ?? resolve(homedir(), '.local/share/flynn');
 }
 
 /** Load config without throwing. Returns { config } or { error }. */

src/cli/tui.ts

@@ -49,7 +49,7 @@ export function registerTuiCommand(program: Command): void {
       const { HookEngine } = await import('../hooks/index.js');
       const { createModelRouter } = await import('../daemon/index.js');
 
-      const dataDir = resolve(homedir(), '.local/share/flynn');
+      const dataDir = process.env.FLYNN_DATA_DIR ?? resolve(homedir(), '.local/share/flynn');
       mkdirSync(dataDir, { recursive: true });
 
       const sessionStore = new SessionStore(resolve(dataDir, 'sessions.db'));

src/config/schema.ts

@@ -108,8 +108,20 @@ const cronJobSchema = z.object({
   timezone: z.string().optional(),
 });
 
+const webhookSchema = z.object({
+  name: z.string().min(1, 'Webhook name is required'),
+  secret: z.string().optional(),
+  message: z.string().default('{{body}}'),
+  output: z.object({
+    channel: z.string().min(1),
+    peer: z.string().min(1),
+  }),
+  enabled: z.boolean().default(true),
+});
+
 const automationSchema = z.object({
   cron: z.array(cronJobSchema).default([]),
+  webhooks: z.array(webhookSchema).default([]),
 }).default({});
 
 const agentsSchema = z.object({
@@ -299,6 +311,7 @@ export type Config = z.infer<typeof configSchema>;
 export type TelegramConfig = z.infer<typeof telegramSchema>;
 export type ModelConfig = z.infer<typeof modelConfigSchema>;
 export type CronJobConfig = z.infer<typeof cronJobSchema>;
+export type WebhookConfig = z.infer<typeof webhookSchema>;
 export type AgentsConfig = z.infer<typeof agentsSchema>;
 export type CompactionConfig = z.infer<typeof compactionSchema>;
 export type MemoryConfig = z.infer<typeof memorySchema>;

src/daemon/index.ts

@@ -15,7 +15,7 @@ import { MemoryStore } from '../memory/index.js';
 import { createMemoryTools } from '../tools/builtin/index.js';
 import { GatewayServer } from '../gateway/index.js';
 import { ChannelRegistry, TelegramAdapter, WebChatAdapter, DiscordAdapter, SlackAdapter, WhatsAppAdapter } from '../channels/index.js';
-import { CronScheduler } from '../automation/index.js';
+import { CronScheduler, WebhookHandler } from '../automation/index.js';
 import type { InboundMessage, OutboundMessage } from '../channels/index.js';
 import { McpManager } from '../mcp/index.js';
 import { SkillRegistry, SkillInstaller, loadAllSkills } from '../skills/index.js';
@@ -521,8 +521,8 @@ function createMessageRouter(deps: {
 export async function startDaemon(config: Config): Promise<DaemonContext> {
   const lifecycle = new Lifecycle();
 
-  // Ensure data directory exists
+  // Ensure data directory exists (FLYNN_DATA_DIR overrides default for Docker/custom deployments)
-  const dataDir = resolve(homedir(), '.local/share/flynn');
+  const dataDir = process.env.FLYNN_DATA_DIR ?? resolve(homedir(), '.local/share/flynn');
   mkdirSync(dataDir, { recursive: true });
 
   // Initialize memory store
@@ -816,6 +816,15 @@ export async function startDaemon(config: Config): Promise<DaemonContext> {
     console.log(`Registered ${config.automation.cron.length} cron job(s)`);
   }
 
+  // Register webhook handler adapter (if any webhooks configured)
+  let webhookHandler: WebhookHandler | undefined;
+  if (config.automation.webhooks.length > 0) {
+    webhookHandler = new WebhookHandler(config.automation.webhooks, channelRegistry);
+    channelRegistry.register(webhookHandler);
+    gateway.setWebhookHandler(webhookHandler);
+    console.log(`Registered ${config.automation.webhooks.length} webhook(s)`);
+  }
+
   // ── Register Tier 1 agent tools ─────────────────────────────
 
   // Session management tools (list, history, create, delete)

src/gateway/server.ts

@@ -24,6 +24,7 @@ import type { SessionManager } from '../session/manager.js';
 import type { Config } from '../config/index.js';
 import type { ToolRegistry } from '../tools/registry.js';
 import type { ToolExecutor } from '../tools/executor.js';
+import type { WebhookHandler } from '../automation/webhooks.js';
 
 export interface GatewayServerConfig {
   port: number;
@@ -42,6 +43,8 @@ export interface GatewayServerConfig {
   /** Optional callback for system.restart. Should trigger graceful shutdown + process restart. */
   restart?: () => Promise<void>;
   channelRegistry?: { list(): Array<{ readonly name: string; readonly status: string }> };
+  /** Optional webhook handler for inbound webhook HTTP routes. */
+  webhookHandler?: WebhookHandler;
 }
 
 export class GatewayServer {
@@ -207,9 +210,19 @@ export class GatewayServer {
   /**
    * Handle incoming HTTP requests.
    * Optionally applies auth (when authHttp is enabled and a token is configured).
-   * Delegates to serveStatic for UI files; returns 404 if no UI dir or file not found.
+   * Routes webhook requests before auth; delegates to serveStatic for UI files.
    */
   private async handleHttpRequest(req: IncomingMessage, res: ServerResponse): Promise<void> {
+    // Webhook routes bypass gateway auth (they have their own HMAC auth)
+    if (this.config.webhookHandler && req.method === 'POST' && req.url) {
+      const match = req.url.match(/^\/webhooks\/([^/?]+)/);
+      if (match) {
+        const webhookName = decodeURIComponent(match[1]);
+        await this.config.webhookHandler.handleRequest(webhookName, req, res);
+        return;
+      }
+    }
+
     // Apply auth to HTTP requests when configured
     const authConfig = this.config.auth ?? {};
     if (this.config.authHttp !== false && authConfig.token) {
@@ -281,4 +294,9 @@ export class GatewayServer {
   getMethods(): string[] {
     return this.router.listMethods();
   }
+
+  /** Set the webhook handler for inbound webhook HTTP routes (late binding). */
+  setWebhookHandler(handler: WebhookHandler): void {
+    this.config.webhookHandler = handler;
+  }
 }