diff --git a/apps/web/src/routes/dashboard.ts b/apps/web/src/routes/dashboard.ts
index 5947f6b..4e1d465 100644
--- a/apps/web/src/routes/dashboard.ts
+++ b/apps/web/src/routes/dashboard.ts
@@ -4,6 +4,11 @@ import { resolve } from "path";
 import { resolveKey } from "./auth";
 import sql from "../db";
 import { sparkline } from "../utils/sparkline";
+import { createHash } from "crypto";
+
+// Generate a cache-buster hash from the CSS file content at startup
+const cssFile = Bun.file(resolve(import.meta.dir, "../dashboard/tailwind.css"));
+const cssHash = createHash("md5").update(await cssFile.bytes()).digest("hex").slice(0, 8);
 
 const eta = new Eta({ views: resolve(import.meta.dir, "../views"), cache: true, defaultExtension: ".ejs" });
 
@@ -56,7 +61,7 @@ function escapeHtmlSSR(str: string): string {
 }
 
 function html(template: string, data: Record<string, unknown> = {}) {
-  return new Response(eta.render(template, { ...data, timeAgoSSR, sparklineSSR, latencyChartSSR, escapeHtmlSSR }), {
+  return new Response(eta.render(template, { ...data, timeAgoSSR, sparklineSSR, latencyChartSSR, escapeHtmlSSR, cssHash }), {
     headers: { "content-type": "text/html; charset=utf-8" },
   });
 }
diff --git a/apps/web/src/views/partials/head.ejs b/apps/web/src/views/partials/head.ejs
index 25fbaf8..cf767b0 100644
--- a/apps/web/src/views/partials/head.ejs
+++ b/apps/web/src/views/partials/head.ejs
@@ -4,9 +4,9 @@
   <meta charset="UTF-8">
   <meta name="viewport" content="width=device-width, initial-scale=1.0">
   <title>PingQL<%= it.title ? ` — ${it.title}` : '' %></title>
-  <link rel="stylesheet" href="/dashboard/tailwind.css">
-  <link rel="stylesheet" href="/dashboard/app.css">
-  <script src="/dashboard/app.js?v=2"></script>
+  <link rel="stylesheet" href="/dashboard/tailwind.css?v=<%= it.cssHash %>">
+  <link rel="stylesheet" href="/dashboard/app.css?v=<%= it.cssHash %>">
+  <script src="/dashboard/app.js?v=<%= it.cssHash %>"></script>
   <% if (it.scripts) { it.scripts.forEach(function(s) { %>
   <script src="<%= s %>"></script>
   <% }) } %>