diff --git a/.github/workflows/cloudflare-production.yml b/.github/workflows/cloudflare-production.yml
index c121f6aa..5a9b78c8 100644
--- a/.github/workflows/cloudflare-production.yml
+++ b/.github/workflows/cloudflare-production.yml
@@ -120,6 +120,24 @@ jobs:
           OPENROUTER_API_KEY: ${{ secrets.OPENROUTER_API_KEY }}
         run: pnpm alchemy deploy --stage prod --yes
 
+      - name: Smoke Cloudflare production llms.txt
+        run: |
+          node --input-type=module <<'NODE'
+          import assert from "node:assert/strict";
+
+          const url = "https://schematics.run/llms.txt";
+          const response = await fetch(url, {
+            headers: { Accept: "text/plain", "Cache-Control": "no-cache" },
+            signal: AbortSignal.timeout(15_000),
+          });
+          const contentType = response.headers.get("content-type") ?? "";
+          console.log(`${url}: ${response.status}, ${contentType}, cf-cache-status=${response.headers.get("cf-cache-status")}`);
+          assert.equal(response.status, 200, "/llms.txt must return 200");
+          assert.match(contentType, /^text\/plain(?:;|$)/i, "/llms.txt must be text/plain");
+          assert((await response.text()).startsWith("# Schematics"), "/llms.txt must start with '# Schematics'");
+          console.log("Production llms.txt smoke passed.");
+          NODE
+
       - name: Resolve Cloudflare production API URL
         id: production-api
         env:
diff --git a/alchemy.run.ts b/alchemy.run.ts
index d0adf8b3..5283a30f 100644
--- a/alchemy.run.ts
+++ b/alchemy.run.ts
@@ -7,6 +7,7 @@ import { Stage } from "alchemy";
 import * as Effect from "effect/Effect";
 import * as Layer from "effect/Layer";
 import ApiWorker from "./alchemy/schematics-api-worker.ts";
+import { playgroundMemo } from "./alchemy/playground-memo.ts";
 import {
   PROD_API_BASE_URL,
   PROD_PLAYGROUND_HOSTNAME,
@@ -62,19 +63,7 @@ export default Alchemy.Stack(
         htmlHandling: "auto-trailing-slash",
         notFoundHandling: "single-page-application",
       },
-      memo: {
-        include: [
-          "apps/playground/**",
-          "alchemy/**",
-          "packages/*/src/**",
-          "packages/*/package.json",
-          "package.json",
-          "pnpm-lock.yaml",
-          "pnpm-workspace.yaml",
-          "tsconfig.base.json",
-          "vitest.aliases.ts",
-        ],
-      },
+      memo: playgroundMemo,
     });
 
     if (shouldCommentOnPullRequest) {
diff --git a/alchemy/playground-memo.ts b/alchemy/playground-memo.ts
new file mode 100644
index 00000000..11d125f3
--- /dev/null
+++ b/alchemy/playground-memo.ts
@@ -0,0 +1,17 @@
+import type { MemoOptions } from "alchemy/Command/Memo";
+
+// Alchemy evaluates these globs from the Vite root (apps/playground), not
+// the repository root. Include public assets so edits trigger an upload.
+export const playgroundMemo = {
+  lockfile: true,
+  include: [
+    "**/*",
+    "../../alchemy/**",
+    "../../packages/*/src/**",
+    "../../packages/*/package.json",
+    "../../package.json",
+    "../../pnpm-workspace.yaml",
+    "../../tsconfig.base.json",
+    "../../vitest.aliases.ts",
+  ],
+} satisfies MemoOptions;
diff --git a/packages/server/test/playground-deploy.test.ts b/packages/server/test/playground-deploy.test.ts
new file mode 100644
index 00000000..ea9be4cb
--- /dev/null
+++ b/packages/server/test/playground-deploy.test.ts
@@ -0,0 +1,86 @@
+import { describe, expect, it } from "@effect/vitest";
+import { NodeFileSystem, NodePath } from "@effect/platform-node";
+import { hashDirectory } from "alchemy/Command/Memo";
+import { readAssets } from "alchemy/Cloudflare";
+import { Effect } from "effect";
+import { mkdir, mkdtemp, readFile, rm, writeFile } from "node:fs/promises";
+import { tmpdir } from "node:os";
+import { dirname, join } from "node:path";
+import { playgroundMemo } from "../../../alchemy/playground-memo";
+
+describe("playground deployment", () => {
+  it("invalidates Alchemy's memo when public assets or workspace inputs change", async () => {
+    const root = await mkdtemp(join(tmpdir(), "schematics-playground-memo-"));
+    const playground = join(root, "apps/playground");
+    const inputs = [
+      "apps/playground/public/llms.txt",
+      "apps/playground/public/_headers",
+      "apps/playground/src/main.tsx",
+      "alchemy/playground-memo.ts",
+      "packages/core/src/index.ts",
+      "packages/core/package.json",
+      "package.json",
+      "pnpm-lock.yaml",
+      "pnpm-workspace.yaml",
+      "tsconfig.base.json",
+      "vitest.aliases.ts",
+    ];
+    const hash = () =>
+      Effect.runPromise(
+        hashDirectory({ cwd: playground, memo: playgroundMemo }).pipe(
+          Effect.provide([NodeFileSystem.layer, NodePath.layer]),
+        ),
+      );
+
+    try {
+      await mkdir(join(root, ".git"));
+      await writeFile(join(root, ".gitignore"), "dist/\nnode_modules/\n");
+      for (const input of inputs) {
+        await mkdir(dirname(join(root, input)), { recursive: true });
+        await writeFile(join(root, input), "original");
+      }
+      let previous = await hash();
+      for (const input of inputs) {
+        await writeFile(join(root, input), "changed");
+        const current = await hash();
+        expect(current, input).not.toBe(previous);
+        previous = current;
+      }
+      await rm(join(playground, "public/llms.txt"));
+      expect(await hash(), "removing llms.txt must also invalidate the memo").not.toBe(previous);
+      previous = await hash();
+      await writeFile(join(playground, "public/llms.txt"), "new asset");
+      expect(await hash(), "adding llms.txt must invalidate the memo").not.toBe(previous);
+      previous = await hash();
+      await mkdir(join(playground, "dist"));
+      await writeFile(join(playground, "dist/llms.txt"), "build output");
+      expect(await hash(), "ignored build output must not trigger a rebuild").toBe(previous);
+    } finally {
+      await rm(root, { recursive: true, force: true });
+    }
+  });
+
+  it("includes llms.txt and text headers in Alchemy's assets with SPA fallback enabled", async () => {
+    const directory = await mkdtemp(join(tmpdir(), "schematics-playground-assets-"));
+    const publicDir = new URL("../../../apps/playground/public/", import.meta.url);
+    const source = await readFile(new URL("llms.txt", publicDir), "utf8");
+    const headers = await readFile(new URL("_headers", publicDir), "utf8");
+
+    try {
+      await writeFile(join(directory, "llms.txt"), source);
+      await writeFile(join(directory, "_headers"), headers);
+      await writeFile(join(directory, "index.html"), "<!doctype html><html></html>");
+      const assets = await Effect.runPromise(
+        readAssets({ directory, notFoundHandling: "single-page-application" }).pipe(
+          Effect.provide([NodeFileSystem.layer, NodePath.layer]),
+        ),
+      );
+      expect(assets.manifest["/llms.txt"]?.size).toBe(Buffer.byteLength(source));
+      expect(assets.manifest["/index.html"]).toBeDefined();
+      expect(assets.manifest["/_headers"]).toBeUndefined();
+      expect(assets.config?.headers).toBe(headers);
+    } finally {
+      await rm(directory, { recursive: true, force: true });
+    }
+  });
+});
diff --git a/turbo.json b/turbo.json
index bc26c76e..6687bf85 100644
--- a/turbo.json
+++ b/turbo.json
@@ -20,6 +20,15 @@
       "dependsOn": ["build"],
       "outputs": []
     },
+    "@schematics/server#test": {
+      "dependsOn": ["build"],
+      "inputs": [
+        "$TURBO_DEFAULT$",
+        "$TURBO_ROOT$/alchemy/playground-memo.ts",
+        "$TURBO_ROOT$/apps/playground/public/**"
+      ],
+      "outputs": []
+    },
     "typecheck": {
       "dependsOn": ["build"],
       "outputs": []