diff --git a/.github/workflows/e2e.yml b/.github/workflows/e2e.yml
index cff24b1e27a5..b254e472b2ff 100644
--- a/.github/workflows/e2e.yml
+++ b/.github/workflows/e2e.yml
@@ -81,7 +81,7 @@ jobs:
           SANITY_E2E_SESSION_TOKEN: ${{ secrets.SANITY_E2E_SESSION_TOKEN_NEW }}
           SANITY_E2E_PROJECT_ID: ${{ secrets.SANITY_E2E_PROJECT_ID }}
           SANITY_E2E_DATASET: ${{ secrets.SANITY_E2E_DATASET }}
-          IS_AUTO_UPDATING: ${{ matrix.config == 'auto-updating' && 'true' || '' }}
+          SANITY_E2E_IS_AUTO_UPDATING: ${{ matrix.config == 'auto-updating' && 'true' || '' }}
         run: |
           if [ "${{ matrix.config }}" == "auto-update" ]; then
             pnpm e2e:setup && pnpm e2e:build --auto-updates
@@ -98,7 +98,7 @@ jobs:
           SANITY_E2E_SESSION_TOKEN: ${{ secrets.SANITY_E2E_SESSION_TOKEN_NEW }}
           SANITY_E2E_PROJECT_ID: ${{ secrets.SANITY_E2E_PROJECT_ID }}
           SANITY_E2E_DATASET: pr-${{ matrix.project }}-${{ github.event.number }}
-          IS_AUTO_UPDATING: ${{ matrix.config == 'auto-updating' && 'true' || '' }}
+          SANITY_E2E_IS_AUTO_UPDATING: ${{ matrix.config == 'auto-updating' && 'true' || '' }}
         run: |
           if [ "${{ matrix.config }}" == "auto-update" ]; then
             pnpm e2e:setup && pnpm e2e:build --auto-updates
@@ -134,6 +134,7 @@ jobs:
         # Add more shards here if needed
         shardIndex: [1, 2]
         shardTotal: [2]
+        config: [auto-updating, normal]
     steps:
       - uses: actions/checkout@v4
       - uses: actions/setup-node@v4
@@ -210,6 +211,7 @@ jobs:
           SANITY_E2E_SESSION_TOKEN: ${{ secrets.SANITY_E2E_SESSION_TOKEN_NEW }}
           SANITY_E2E_PROJECT_ID: ${{ secrets.SANITY_E2E_PROJECT_ID }}
           SANITY_E2E_DATASET: ${{ secrets.SANITY_E2E_DATASET }}
+          SANITY_E2E_IS_AUTO_UPDATING: ${{ matrix.config == 'auto-updating' && 'true' || '' }}
         run: pnpm test:e2e --project ${{ matrix.project }} --shard ${{ matrix.shardIndex }}/${{ matrix.shardTotal }}
 
       - name: Run E2E tests on PR
@@ -224,6 +226,7 @@ jobs:
           SANITY_E2E_SESSION_TOKEN: ${{ secrets.SANITY_E2E_SESSION_TOKEN_NEW }}
           SANITY_E2E_PROJECT_ID: ${{ secrets.SANITY_E2E_PROJECT_ID }}
           SANITY_E2E_DATASET: pr-${{ matrix.project }}-${{ github.event.number }}
+          SANITY_E2E_IS_AUTO_UPDATING: ${{ matrix.config == 'auto-updating' && 'true' || '' }}
         run: pnpm test:e2e --project ${{ matrix.project }} --shard ${{ matrix.shardIndex }}/${{ matrix.shardTotal }}
 
       - uses: actions/upload-artifact@v3
diff --git a/test/e2e/env.ts b/test/e2e/env.ts
index 5e773c6b6e6d..8d704bb1f975 100644
--- a/test/e2e/env.ts
+++ b/test/e2e/env.ts
@@ -5,10 +5,10 @@ import {loadEnvFiles} from '../../scripts/utils/loadEnvFiles'
 
 loadEnvFiles()
 
+const SANITY_E2E_IS_AUTO_UPDATING = process.env.SANITY_E2E_IS_AUTO_UPDATING === 'true'
 const SANITY_E2E_SESSION_TOKEN = process.env.SANITY_E2E_SESSION_TOKEN!
 const SANITY_E2E_PROJECT_ID = process.env.SANITY_E2E_PROJECT_ID!
 const SANITY_E2E_DATASET = process.env.SANITY_E2E_DATASET!
-const IS_AUTO_UPDATING = process.env.IS_AUTO_UPDATING === 'true'
 
 if (!SANITY_E2E_SESSION_TOKEN) {
   console.error('Missing `SANITY_E2E_SESSION_TOKEN` environment variable.')
@@ -28,4 +28,9 @@ if (!SANITY_E2E_DATASET) {
   process.exit(1)
 }
 
-export {IS_AUTO_UPDATING, SANITY_E2E_DATASET, SANITY_E2E_PROJECT_ID, SANITY_E2E_SESSION_TOKEN}
+export {
+  SANITY_E2E_DATASET,
+  SANITY_E2E_IS_AUTO_UPDATING,
+  SANITY_E2E_PROJECT_ID,
+  SANITY_E2E_SESSION_TOKEN,
+}
diff --git a/test/e2e/tests/error-reporting/sentryErrorReporter.test.ts b/test/e2e/tests/error-reporting/sentryErrorReporter.test.ts
new file mode 100644
index 000000000000..32da6e776a41
--- /dev/null
+++ b/test/e2e/tests/error-reporting/sentryErrorReporter.test.ts
@@ -0,0 +1,34 @@
+import {expect} from '@playwright/test'
+import {test} from '@sanity/test'
+
+import {SANITY_E2E_IS_AUTO_UPDATING} from '../../env'
+
+const SENTRY_URL = 'https://sentry.sanity.io/**'
+
+test('Sentry session should begin if in an updating studio', async ({page, baseURL}) => {
+  let apiCalled = false
+
+  // Create a promise that resolves when the route is called
+  const apiCalledPromise = new Promise<void>((resolve) => {
+    page.route(SENTRY_URL, (route) => {
+      apiCalled = true
+      route.continue()
+      resolve()
+    })
+  })
+
+  await page.goto(baseURL ?? '')
+
+  await Promise.race([
+    apiCalledPromise,
+    new Promise((_, reject) =>
+      setTimeout(() => reject(new Error('Sentry API was not called')), 10000),
+    ),
+  ])
+
+  if (SANITY_E2E_IS_AUTO_UPDATING) {
+    expect(apiCalled).toBe(true)
+  } else {
+    expect(apiCalled).toBe(false)
+  }
+})