diff --git a/.changeset/fix-dev-browser-sw-static-route.md b/.changeset/fix-dev-browser-sw-static-route.md
new file mode 100644
index 000000000..31b5b77aa
--- /dev/null
+++ b/.changeset/fix-dev-browser-sw-static-route.md
@@ -0,0 +1,5 @@
+---
+"@spencer-kit/coder-studio": patch
+---
+
+Fix server startup failure when bundled web assets include `dev-browser-sw.js` by excluding the service worker from static file glob registration.
diff --git a/packages/server/src/app-routing.test.ts b/packages/server/src/app-routing.test.ts
index 65c533ccd..699c64419 100644
--- a/packages/server/src/app-routing.test.ts
+++ b/packages/server/src/app-routing.test.ts
@@ -294,6 +294,26 @@ describe("app routing", () => {
     expect(response.body).toContain("coder-studio-dev-browser-session");
   });
 
+  it("does not double-register dev-browser-sw.js when it exists in the web root", async () => {
+    writeFileSync(join(webRoot, "dev-browser-sw.js"), 'const MARKER = "bundled-dev-browser-sw";\n');
+
+    const instance = await createApp();
+
+    const getResponse = await instance.inject({
+      method: "GET",
+      url: "/dev-browser-sw.js",
+    });
+    expect(getResponse.statusCode).toBe(200);
+    expect(getResponse.headers["cache-control"]).toBe("no-cache, no-store, must-revalidate");
+    expect(getResponse.body).toContain("bundled-dev-browser-sw");
+
+    const headResponse = await instance.inject({
+      method: "HEAD",
+      url: "/dev-browser-sw.js",
+    });
+    expect(headResponse.statusCode).toBe(200);
+  });
+
   it("serves the dev browser service worker without a configured web root", async () => {
     const instance = await createApp(false, {}, { webRoot: null });
 
diff --git a/packages/server/src/app.ts b/packages/server/src/app.ts
index c633083ff..8fc0c66df 100644
--- a/packages/server/src/app.ts
+++ b/packages/server/src/app.ts
@@ -213,7 +213,7 @@ export async function buildFastifyApp(deps: AppDeps): Promise<FastifyInstance> {
       root: deps.webRoot,
       prefix: "/",
       wildcard: false,
-      globIgnore: ["index.html", "assets/**"],
+      globIgnore: ["index.html", "assets/**", "dev-browser-sw.js"],
       maxAge: "1y",
       immutable: true,
     });