diff --git a/app/server.ts b/app/server.ts
index 0c291b41..650b4837 100644
--- a/app/server.ts
+++ b/app/server.ts
@@ -1,24 +1,16 @@
-import * as schema from "./server/db/schema";
-import { setSchema, runDbMigrations } from "./server/db/db";
-import { startup } from "./server/modules/lifecycle/startup";
 import { logger } from "./server/utils/logger";
 import { shutdown } from "./server/modules/lifecycle/shutdown";
 import { runCLI } from "./server/cli";
-import { runMigrations } from "./server/modules/lifecycle/migrations";
+import { bootstrapApplication } from "./server/modules/lifecycle/bootstrap";
 import { createStartHandler, defaultStreamHandler, defineHandlerCallback } from "@tanstack/react-start/server";
 import { createServerEntry } from "@tanstack/react-start/server-entry";
 
-setSchema(schema);
-
 const cliRun = await runCLI(Bun.argv);
 if (cliRun) {
 	process.exit(0);
 }
 
-runDbMigrations();
-
-await runMigrations();
-await startup();
+await bootstrapApplication();
 
 const customHandler = defineHandlerCallback((ctx) => {
 	return defaultStreamHandler(ctx);
diff --git a/app/server/modules/lifecycle/bootstrap.ts b/app/server/modules/lifecycle/bootstrap.ts
new file mode 100644
index 00000000..529b4cc8
--- /dev/null
+++ b/app/server/modules/lifecycle/bootstrap.ts
@@ -0,0 +1,26 @@
+import * as schema from "../../db/schema";
+import { runDbMigrations, setSchema } from "../../db/db";
+import { runMigrations } from "./migrations";
+import { startup } from "./startup";
+
+let bootstrapPromise: Promise<void> | undefined;
+
+const runBootstrap = async () => {
+	setSchema(schema);
+	runDbMigrations();
+	await runMigrations();
+	await startup();
+};
+
+export const bootstrapApplication = async () => {
+	if (!bootstrapPromise) {
+		bootstrapPromise = runBootstrap();
+	}
+
+	try {
+		await bootstrapPromise;
+	} catch (err) {
+		bootstrapPromise = undefined;
+		throw err;
+	}
+};
diff --git a/app/server/plugins/bootstrap.ts b/app/server/plugins/bootstrap.ts
new file mode 100644
index 00000000..b07b1df5
--- /dev/null
+++ b/app/server/plugins/bootstrap.ts
@@ -0,0 +1,11 @@
+import { definePlugin } from "nitro";
+import { bootstrapApplication } from "../modules/lifecycle/bootstrap";
+import { logger } from "../utils/logger";
+import { toMessage } from "../utils/errors";
+
+export default definePlugin(() => {
+	void bootstrapApplication().catch((err) => {
+		logger.error(`Bootstrap failed: ${toMessage(err)}`);
+		process.exit(1);
+	});
+});
diff --git a/vite.config.ts b/vite.config.ts
index 6abc6502..e4e0a2de 100644
--- a/vite.config.ts
+++ b/vite.config.ts
@@ -14,7 +14,10 @@ export default defineConfig({
 				routesDirectory: "routes",
 			},
 		}),
-		nitro({ preset: "bun" }),
+		nitro({
+			preset: "bun",
+			plugins: ["./app/server/plugins/bootstrap.ts"],
+		}),
 		viteReact({
 			babel: {
 				plugins: ["babel-plugin-react-compiler"],