diff --git a/apps/desktop/electron/backend-health.test.ts b/apps/desktop/electron/backend-health.test.ts
new file mode 100644
index 000000000000..f542f58c31d9
--- /dev/null
+++ b/apps/desktop/electron/backend-health.test.ts
@@ -0,0 +1,136 @@
+import assert from 'node:assert/strict'
+
+import { test } from 'vitest'
+
+import { DEFAULT_HEALTH_PROBE_TIMEOUT_MS, isMissingHealthEndpointError, waitForHermesReady } from './backend-health'
+
+test('uses lightweight /api/health for current backends', async () => {
+  const calls: string[][] = []
+
+  await waitForHermesReady('http://127.0.0.1:9000/', {
+    token: 'secret-token',
+    fetchPublicJson: async url => {
+      calls.push(['public', url])
+
+      return { ok: true }
+    },
+    fetchJson: async url => {
+      calls.push(['token', url])
+      throw new Error('status should not be called')
+    },
+    sleep: async () => {},
+    timeoutMs: 100,
+    pollMs: 1
+  })
+
+  assert.deepEqual(calls, [['public', 'http://127.0.0.1:9000/api/health']])
+})
+
+test('falls back to /api/status only for old backends without /api/health', async () => {
+  const calls: string[][] = []
+
+  await waitForHermesReady('http://127.0.0.1:9000', {
+    token: 'secret-token',
+    fetchPublicJson: async url => {
+      calls.push(['public', url])
+
+      throw new Error('404: {"detail":"Not Found"}')
+    },
+    fetchJson: async (url, token) => {
+      calls.push(['token', url, token ?? ''])
+
+      return { version: 'old' }
+    },
+    sleep: async () => {},
+    timeoutMs: 100,
+    pollMs: 1
+  })
+
+  assert.deepEqual(calls, [
+    ['public', 'http://127.0.0.1:9000/api/health'],
+    ['token', 'http://127.0.0.1:9000/api/status', 'secret-token']
+  ])
+})
+
+test('does not fall back to heavyweight /api/status for transient health failures', async () => {
+  const calls: string[][] = []
+  let currentTime = 0
+
+  await assert.rejects(
+    waitForHermesReady('http://127.0.0.1:9000', {
+      fetchPublicJson: async url => {
+        calls.push(['public', url])
+        throw new Error('Timed out connecting to Hermes backend after 15000ms')
+      },
+      fetchJson: async url => {
+        calls.push(['token', url])
+      },
+      sleep: async () => {},
+      now: () => {
+        currentTime += 20
+
+        return currentTime
+      },
+      timeoutMs: 50,
+      pollMs: 1
+    }),
+    /Timed out connecting/
+  )
+
+  assert.ok(calls.length > 0)
+  assert.ok(calls.every(call => call[0] === 'public' && call[1].endsWith('/api/health')))
+})
+
+test('probes health on a short timeout but leaves the legacy fallback its own', async () => {
+  const timeouts: (number | undefined)[] = []
+
+  await waitForHermesReady('http://127.0.0.1:9000', {
+    fetchPublicJson: async (_url, options) => {
+      timeouts.push(options?.timeoutMs)
+
+      throw new Error('404: {"detail":"Not Found"}')
+    },
+    fetchJson: async (_url, _token, options) => {
+      timeouts.push(options?.timeoutMs)
+
+      return { version: 'old' }
+    },
+    sleep: async () => {},
+    timeoutMs: 100,
+    pollMs: 1
+  })
+
+  assert.deepEqual(timeouts, [DEFAULT_HEALTH_PROBE_TIMEOUT_MS, undefined])
+})
+
+test('aborts as superseded when the bootstrap signal fires', async () => {
+  const controller = new AbortController()
+  controller.abort()
+
+  await assert.rejects(
+    waitForHermesReady('http://127.0.0.1:9000', {
+      signal: controller.signal,
+      fetchPublicJson: async () => {
+        throw new Error('should not probe after abort')
+      },
+      fetchJson: async () => {
+        throw new Error('should not probe after abort')
+      },
+      timeoutMs: 100,
+      pollMs: 1
+    }),
+    (error: any) => error.kind === 'superseded'
+  )
+})
+
+test('recognizes missing-route shapes only', () => {
+  assert.equal(isMissingHealthEndpointError(new Error('404: {"detail":"Not Found"}')), true)
+  assert.equal(
+    isMissingHealthEndpointError(
+      new Error('Expected JSON from /api/health but got HTML. The endpoint is likely missing on the Hermes backend.')
+    ),
+    true
+  )
+  assert.equal(isMissingHealthEndpointError(new Error('Timed out connecting to Hermes backend after 15000ms')), false)
+  assert.equal(isMissingHealthEndpointError(new Error('500: boom')), false)
+})
diff --git a/apps/desktop/electron/backend-health.ts b/apps/desktop/electron/backend-health.ts
new file mode 100644
index 000000000000..623208545e20
--- /dev/null
+++ b/apps/desktop/electron/backend-health.ts
@@ -0,0 +1,95 @@
+export const DEFAULT_BACKEND_READY_TIMEOUT_MS = 45_000
+export const DEFAULT_BACKEND_READY_POLL_MS = 500
+// A cold backend can stall its event loop for tens of seconds while Windows
+// scans and byte-compiles the gateway import tree. At the default 15s socket
+// timeout only three probes fit in the budget; a short one keeps retrying
+// across the stall. Health only — the legacy /api/status fallback is genuinely
+// slow to answer and keeps the caller's default timeout.
+export const DEFAULT_HEALTH_PROBE_TIMEOUT_MS = 5_000
+
+type FetchPublicJson = (url: string, options?: { timeoutMs?: number }) => Promise<unknown>
+type FetchJson = (url: string, token?: string | null, options?: { timeoutMs?: number }) => Promise<unknown>
+
+export interface HermesReadyOptions {
+  fetchPublicJson: FetchPublicJson
+  fetchJson: FetchJson
+  token?: string | null
+  signal?: AbortSignal
+  timeoutMs?: number
+  pollMs?: number
+  healthProbeTimeoutMs?: number
+  sleep?: (ms: number) => Promise<void>
+  now?: () => number
+}
+
+export function isMissingHealthEndpointError(error: unknown): boolean {
+  const message = error instanceof Error ? error.message : String(error ?? '')
+
+  return /^404:/.test(message) || message.includes('endpoint is likely missing')
+}
+
+function supersededError() {
+  const error: any = new Error('SSH bootstrap was superseded by newer connection settings.')
+  error.kind = 'superseded'
+
+  return error
+}
+
+export async function waitForHermesReady(baseUrl: string, options: HermesReadyOptions): Promise<void> {
+  const timeoutMs = options.timeoutMs ?? DEFAULT_BACKEND_READY_TIMEOUT_MS
+  const pollMs = options.pollMs ?? DEFAULT_BACKEND_READY_POLL_MS
+  const healthProbeTimeoutMs = options.healthProbeTimeoutMs ?? DEFAULT_HEALTH_PROBE_TIMEOUT_MS
+  const now = options.now ?? Date.now
+  const signal = options.signal
+
+  const sleep =
+    options.sleep ??
+    (ms =>
+      new Promise<void>((resolve, reject) => {
+        const timer = setTimeout(resolve, ms)
+        signal?.addEventListener(
+          'abort',
+          () => {
+            clearTimeout(timer)
+            reject(supersededError())
+          },
+          { once: true }
+        )
+      }))
+
+  const base = baseUrl.replace(/\/+$/, '')
+  const deadline = now() + timeoutMs
+  let lastError: unknown = null
+  let useStatusFallback = false
+
+  while (now() < deadline) {
+    if (signal?.aborted) {
+      throw supersededError()
+    }
+
+    try {
+      if (useStatusFallback) {
+        await options.fetchJson(`${base}/api/status`, options.token)
+      } else {
+        await options.fetchPublicJson(`${base}/api/health`, { timeoutMs: healthProbeTimeoutMs })
+      }
+
+      return
+    } catch (error) {
+      lastError = error
+
+      // Only an explicitly missing route means the backend predates
+      // /api/health; timeouts and server errors keep polling health.
+      if (!useStatusFallback && isMissingHealthEndpointError(error)) {
+        useStatusFallback = true
+
+        continue
+      }
+
+      await sleep(pollMs)
+    }
+  }
+
+  const detail = lastError instanceof Error ? lastError.message : 'timeout'
+  throw new Error(`Hermes backend did not become ready: ${detail}`)
+}
diff --git a/apps/desktop/electron/main.ts b/apps/desktop/electron/main.ts
index 98762242871d..89b350f1b4b9 100644
--- a/apps/desktop/electron/main.ts
+++ b/apps/desktop/electron/main.ts
@@ -34,6 +34,7 @@ import { stopBackendChild as stopBackendChildImpl } from './backend-child'
 import { dashboardFallbackArgs, sourceDeclaresServe } from './backend-command'
 import { createBackendConnectionState } from './backend-connection-state'
 import { buildDesktopBackendEnv, normalizeHermesHomeRoot } from './backend-env'
+import { waitForHermesReady } from './backend-health'
 import { canImportHermesCli, shouldTrustHermesOverride, verifyHermesCli } from './backend-probes'
 import { waitForDashboardPortAnnouncement } from './backend-ready'
 import { shouldLatchBackendStartFailure } from './backend-start-failure'
@@ -4815,39 +4816,12 @@ function closePreviewWatchers() {
 }
 
 async function waitForHermes(baseUrl, token, signal?) {
-  const deadline = Date.now() + 45_000
-  let lastError = null
-
-  while (Date.now() < deadline) {
-    if (signal?.aborted) {
-      const error: any = new Error('SSH bootstrap was superseded by newer connection settings.')
-      error.kind = 'superseded'
-      throw error
-    }
-
-    try {
-      await fetchJson(`${baseUrl}/api/status`, token)
-
-      return
-    } catch (error) {
-      lastError = error
-      await new Promise((resolve, reject) => {
-        const timer = setTimeout(resolve, 500)
-        signal?.addEventListener(
-          'abort',
-          () => {
-            clearTimeout(timer)
-            const aborted: any = new Error('SSH bootstrap was superseded by newer connection settings.')
-            aborted.kind = 'superseded'
-            reject(aborted)
-          },
-          { once: true }
-        )
-      })
-    }
-  }
-
-  throw new Error(`Hermes backend did not become ready: ${lastError?.message || 'timeout'}`)
+  return waitForHermesReady(baseUrl, {
+    token,
+    signal,
+    fetchPublicJson,
+    fetchJson
+  })
 }
 
 function getWindowButtonPosition() {