diff --git a/.vitepress/config.ts b/.vitepress/config.ts
index f2c09e0..5429c9e 100644
--- a/.vitepress/config.ts
+++ b/.vitepress/config.ts
@@ -72,6 +72,10 @@ export default {
             text: '6. Building Tool Chains and Complex Workflows',
             link: '/chapters/06-tool-chains',
           },
+          {
+            text: '7. Advanced Agent Patterns',
+            link: '/chapters/07-advanced-patterns',
+          },
         ],
       },
     ],
diff --git a/README.md b/README.md
index 5f04fd8..166ca47 100644
--- a/README.md
+++ b/README.md
@@ -12,6 +12,7 @@ Published with VitePress at https://yagop.github.io/coding-agents-tutorial/. Eac
 4. [Context and Conversation Management](chapters/04-context.md)
 5. [Implementing Tools and Function Calling](chapters/05-tools.md)
 6. [Building Tool Chains and Complex Workflows](chapters/06-tool-chains.md)
+7. [Advanced Agent Patterns](chapters/07-advanced-patterns.md)
 
 More chapters are tracked as issues and land here as they are written.
 
diff --git a/chapters/07-advanced-patterns.md b/chapters/07-advanced-patterns.md
new file mode 100644
index 0000000..9c57dc5
--- /dev/null
+++ b/chapters/07-advanced-patterns.md
@@ -0,0 +1,69 @@
+# Advanced Agent Patterns
+
+🧠 Chapters 5 and 6 gave you a loop that calls tools until the model is done. That loop is the skeleton; this chapter adds the muscles - a step budget so it can never run away, extended thinking so it reasons before it acts, self-critique so it catches its own mistakes, structured output you can parse, error recovery, and a coordinator that hands work to helper agents. Each pattern is a small, independent addition to the loop you already know.
+
+You already have the tool round-trip and the agent loop from Chapters 5 and 6, so here you only add patterns on top. As always the key comes from the environment - never hardcode it - and Bun auto-loads `.env`.
+
+## The autonomous loop
+
+An autonomous agent is the loop with a leash. You accumulate `messages`, branch on `stop_reason`, and - the part beginners skip - cap the number of steps so a confused model can never spin forever. Track `usage` as you go, so you can see what each run costs.
+
+<<< @/examples/07-advanced-patterns/autonomous-loop.ts
+
+Run it and watch the step count and running token total print each iteration:
+
+```sh
+bun run examples/07-advanced-patterns/autonomous-loop.ts
+```
+
+The loop exits two ways: cleanly on `end_turn`, or defensively when `maxSteps` is hit - never trusting the model to stop on its own.
+
+::: details Going deeper: token guardrails
+That running `totalTokens` is the hook for a hard budget. Read `usage.input_tokens` and `usage.output_tokens` after each step and `break` once a threshold is crossed - a runaway agent costs money one step at a time, and inside the loop is the only place to catch it.
+:::
+
+## Thinking and reflecting
+
+Sometimes you want the model to reason before it answers. Extended thinking turns that reasoning into its own `thinking` content block you can read, separate from the final text - and those thinking tokens count toward `usage`.
+
+<<< @/examples/07-advanced-patterns/extended-thinking.ts
+
+You enable it with `thinking: { type: 'adaptive' }`, then narrow on `block.type === 'thinking'` to read `block.thinking`.
+
+::: info Older models
+`adaptive` is the current shape. On models 4.6 and earlier, use `thinking: { type: 'enabled', budget_tokens: N }` instead (at least 1024, and below `max_tokens`).
+:::
+
+A cheaper kind of reasoning is to let the model grade its own work. After it writes a draft, you ask it to critique and revise - but the critique must go back as a plain `user` turn, never as a fabricated `tool_result`.
+
+<<< @/examples/07-advanced-patterns/reflection.ts
+
+The draft is appended verbatim as the assistant turn, and the critique request is an ordinary `user` message - so the model treats it as feedback to act on, not as a tool's output.
+
+## Structured output and recovering from errors
+
+When you need machine-readable output instead of prose, give the model one tool and force it with `tool_choice` - it must call the tool, so its `input` becomes your typed result.
+
+<<< @/examples/07-advanced-patterns/structured-output.ts
+
+The `enum` and `required` fields pin the shape; you read `block.input` as your own type and skip parsing free text entirely.
+
+Real agents also hit failures - a rate limit, a tool that throws. Retry transient API errors with backoff, and turn tool failures into `tool_result` blocks with `is_error: true` so the model can adapt instead of crashing.
+
+<<< @/examples/07-advanced-patterns/error-recovery.ts
+
+`Anthropic.RateLimitError` gets exponential backoff; a thrown tool becomes an error result the model reads and works around - here it reports the missing file instead of stalling.
+
+## Orchestrating subagents
+
+For bigger jobs, one agent becomes a coordinator: it holds the high-level tools, and each tool call is dispatched to a helper that runs its own `client.messages.create` with a narrow job and its own context.
+
+<<< @/examples/07-advanced-patterns/orchestrator.ts
+
+The coordinator never sees the subagent's internal turns - only its final result comes back as a `tool_result`, which keeps each context small and focused.
+
+::: details Going deeper: a planning tool
+A common first move for a coordinator is a dedicated `make_plan` tool that returns an explicit task list. The loop then iterates those subtasks on following turns, dispatching each to a helper - so planning and doing become separate, inspectable steps.
+:::
+
+What's next: Chapter 8 - Production and Deployment.
diff --git a/examples/07-advanced-patterns/autonomous-loop.ts b/examples/07-advanced-patterns/autonomous-loop.ts
new file mode 100644
index 0000000..9f7051e
--- /dev/null
+++ b/examples/07-advanced-patterns/autonomous-loop.ts
@@ -0,0 +1,46 @@
+// bun run examples/07-advanced-patterns/autonomous-loop.ts
+
+import Anthropic from '@anthropic-ai/sdk';
+
+const client = new Anthropic();
+const model = process.env.ANTHROPIC_DEFAULT_SONNET_MODEL ?? 'claude-sonnet-4-6';
+
+const tools: Anthropic.Tool[] = [
+  {
+    name: 'word_length',
+    description: 'Return the number of letters in a single word.',
+    input_schema: {
+      type: 'object',
+      properties: { word: { type: 'string', description: 'One word' } },
+      required: ['word'],
+    },
+  },
+];
+
+const messages: Anthropic.MessageParam[] = [
+  { role: 'user', content: 'Use the tool to compare the lengths of "agent" and "orchestration", then say which is longer.' },
+];
+
+const maxSteps = 6;
+let totalTokens = 0;
+
+for (let step = 0; step < maxSteps; step++) {
+  const response = await client.messages.create({ model, max_tokens: 1024, tools, messages });
+  totalTokens += response.usage.input_tokens + response.usage.output_tokens;
+  messages.push({ role: 'assistant', content: response.content });
+  console.log(`step ${step + 1}: stop_reason=${response.stop_reason} total_tokens=${totalTokens}`);
+
+  if (response.stop_reason !== 'tool_use') {
+    const text = response.content.find((b) => b.type === 'text');
+    console.log(text?.text ?? '');
+    break;
+  }
+
+  const results: Anthropic.ToolResultBlockParam[] = [];
+  for (const block of response.content) {
+    if (block.type !== 'tool_use') continue;
+    const { word } = block.input as { word: string };
+    results.push({ type: 'tool_result', tool_use_id: block.id, content: String(word.length) });
+  }
+  messages.push({ role: 'user', content: results });
+}
diff --git a/examples/07-advanced-patterns/error-recovery.ts b/examples/07-advanced-patterns/error-recovery.ts
new file mode 100644
index 0000000..9400f0b
--- /dev/null
+++ b/examples/07-advanced-patterns/error-recovery.ts
@@ -0,0 +1,66 @@
+// bun run examples/07-advanced-patterns/error-recovery.ts
+
+import Anthropic from '@anthropic-ai/sdk';
+
+const client = new Anthropic();
+const model = process.env.ANTHROPIC_DEFAULT_SONNET_MODEL ?? 'claude-sonnet-4-6';
+
+const tools: Anthropic.Tool[] = [
+  {
+    name: 'read_file',
+    description: 'Read a text file by name.',
+    input_schema: {
+      type: 'object',
+      properties: { path: { type: 'string', description: 'File name' } },
+      required: ['path'],
+    },
+  },
+];
+
+function readFile(path: string): string {
+  if (path !== 'notes.txt') throw new Error(`no such file: ${path}`);
+  return 'remember to water the plants';
+}
+
+async function createWithBackoff(messages: Anthropic.MessageParam[]): Promise<Anthropic.Message> {
+  for (let attempt = 0; attempt < 3; attempt++) {
+    try {
+      return await client.messages.create({ model, max_tokens: 1024, tools, messages });
+    } catch (error) {
+      if (error instanceof Anthropic.RateLimitError && attempt < 2) {
+        await new Promise((resolve) => setTimeout(resolve, 2 ** attempt * 1000));
+        continue;
+      }
+      throw error;
+    }
+  }
+  throw new Error('unreachable');
+}
+
+const messages: Anthropic.MessageParam[] = [
+  { role: 'user', content: 'Read notes.txt and config.txt, then tell me what each says or whether it is missing.' },
+];
+
+while (true) {
+  const response = await createWithBackoff(messages);
+  messages.push({ role: 'assistant', content: response.content });
+
+  if (response.stop_reason !== 'tool_use') {
+    const text = response.content.find((b) => b.type === 'text');
+    console.log(text?.text ?? '');
+    break;
+  }
+
+  const results: Anthropic.ToolResultBlockParam[] = [];
+  for (const block of response.content) {
+    if (block.type !== 'tool_use') continue;
+    const { path } = block.input as { path: string };
+    try {
+      results.push({ type: 'tool_result', tool_use_id: block.id, content: readFile(path) });
+    } catch (error) {
+      const reason = error instanceof Error ? error.message : String(error);
+      results.push({ type: 'tool_result', tool_use_id: block.id, content: reason, is_error: true });
+    }
+  }
+  messages.push({ role: 'user', content: results });
+}
diff --git a/examples/07-advanced-patterns/extended-thinking.ts b/examples/07-advanced-patterns/extended-thinking.ts
new file mode 100644
index 0000000..11871ab
--- /dev/null
+++ b/examples/07-advanced-patterns/extended-thinking.ts
@@ -0,0 +1,26 @@
+// bun run examples/07-advanced-patterns/extended-thinking.ts
+
+import Anthropic from '@anthropic-ai/sdk';
+
+const client = new Anthropic();
+const model = process.env.ANTHROPIC_DEFAULT_SONNET_MODEL ?? 'claude-sonnet-4-6';
+
+const response = await client.messages.create({
+  model,
+  max_tokens: 2048,
+  thinking: { type: 'adaptive' },
+  messages: [
+    { role: 'user', content: 'A bat and a ball cost 1.10 in total. The bat costs 1.00 more than the ball. How much is the ball?' },
+  ],
+});
+
+console.log('stop_reason:', response.stop_reason);
+
+for (const block of response.content) {
+  if (block.type === 'thinking') {
+    console.log('\n[thinking]\n' + block.thinking);
+  }
+  if (block.type === 'text') {
+    console.log('\n[answer]\n' + block.text);
+  }
+}
diff --git a/examples/07-advanced-patterns/orchestrator.ts b/examples/07-advanced-patterns/orchestrator.ts
new file mode 100644
index 0000000..337b5cb
--- /dev/null
+++ b/examples/07-advanced-patterns/orchestrator.ts
@@ -0,0 +1,52 @@
+// bun run examples/07-advanced-patterns/orchestrator.ts
+
+import Anthropic from '@anthropic-ai/sdk';
+
+const client = new Anthropic();
+const model = process.env.ANTHROPIC_DEFAULT_SONNET_MODEL ?? 'claude-sonnet-4-6';
+
+async function summarize(text: string): Promise<string> {
+  const response = await client.messages.create({
+    model,
+    max_tokens: 256,
+    system: 'You summarize text in one short sentence.',
+    messages: [{ role: 'user', content: text }],
+  });
+  const block = response.content.find((b) => b.type === 'text');
+  return block?.text ?? '';
+}
+
+const tools: Anthropic.Tool[] = [
+  {
+    name: 'summarize_text',
+    description: 'Summarize a block of text into one sentence.',
+    input_schema: {
+      type: 'object',
+      properties: { text: { type: 'string', description: 'Text to summarize' } },
+      required: ['text'],
+    },
+  },
+];
+
+const messages: Anthropic.MessageParam[] = [
+  { role: 'user', content: 'Summarize this for me: "The agent loop calls the model, runs any tools it asks for, and repeats until the model is done."' },
+];
+
+while (true) {
+  const response = await client.messages.create({ model, max_tokens: 1024, tools, messages });
+  messages.push({ role: 'assistant', content: response.content });
+
+  if (response.stop_reason !== 'tool_use') {
+    const text = response.content.find((b) => b.type === 'text');
+    console.log(text?.text ?? '');
+    break;
+  }
+
+  const results: Anthropic.ToolResultBlockParam[] = [];
+  for (const block of response.content) {
+    if (block.type !== 'tool_use') continue;
+    const { text } = block.input as { text: string };
+    results.push({ type: 'tool_result', tool_use_id: block.id, content: await summarize(text) });
+  }
+  messages.push({ role: 'user', content: results });
+}
diff --git a/examples/07-advanced-patterns/reflection.ts b/examples/07-advanced-patterns/reflection.ts
new file mode 100644
index 0000000..398f77f
--- /dev/null
+++ b/examples/07-advanced-patterns/reflection.ts
@@ -0,0 +1,24 @@
+// bun run examples/07-advanced-patterns/reflection.ts
+
+import Anthropic from '@anthropic-ai/sdk';
+
+const client = new Anthropic();
+const model = process.env.ANTHROPIC_DEFAULT_SONNET_MODEL ?? 'claude-sonnet-4-6';
+
+const messages: Anthropic.MessageParam[] = [
+  { role: 'user', content: 'Write a one-sentence tagline for a tool that turns shell commands into plain English.' },
+];
+
+const draft = await client.messages.create({ model, max_tokens: 512, messages });
+const draftText = draft.content.find((b) => b.type === 'text');
+console.log('draft:', draftText?.text ?? '');
+
+messages.push({ role: 'assistant', content: draft.content });
+messages.push({
+  role: 'user',
+  content: 'Critique your tagline for clarity and length, then write one improved version.',
+});
+
+const revised = await client.messages.create({ model, max_tokens: 512, messages });
+const revisedText = revised.content.find((b) => b.type === 'text');
+console.log('\nrevised:', revisedText?.text ?? '');
diff --git a/examples/07-advanced-patterns/structured-output.ts b/examples/07-advanced-patterns/structured-output.ts
new file mode 100644
index 0000000..a41f56c
--- /dev/null
+++ b/examples/07-advanced-patterns/structured-output.ts
@@ -0,0 +1,38 @@
+// bun run examples/07-advanced-patterns/structured-output.ts
+
+import Anthropic from '@anthropic-ai/sdk';
+
+const client = new Anthropic();
+const model = process.env.ANTHROPIC_DEFAULT_SONNET_MODEL ?? 'claude-sonnet-4-6';
+
+type Sentiment = { label: 'positive' | 'negative' | 'neutral'; confidence: number };
+
+const emitResult: Anthropic.Tool = {
+  name: 'emit_result',
+  description: 'Return the sentiment classification as structured data.',
+  input_schema: {
+    type: 'object',
+    properties: {
+      label: { type: 'string', enum: ['positive', 'negative', 'neutral'] },
+      confidence: { type: 'number', description: 'A value from 0 to 1' },
+    },
+    required: ['label', 'confidence'],
+  },
+};
+
+const response = await client.messages.create({
+  model,
+  max_tokens: 512,
+  tools: [emitResult],
+  tool_choice: { type: 'tool', name: 'emit_result' },
+  messages: [
+    { role: 'user', content: 'Classify the sentiment of: "This refactor saved me hours, fantastic work."' },
+  ],
+});
+
+const block = response.content.find((b) => b.type === 'tool_use');
+if (block && block.type === 'tool_use') {
+  const result = block.input as Sentiment;
+  console.log('label:', result.label);
+  console.log('confidence:', result.confidence);
+}