diff --git a/.github/workflows/release-cut.yml b/.github/workflows/release-cut.yml
index 957ae1704fa..2822b71e9dc 100644
--- a/.github/workflows/release-cut.yml
+++ b/.github/workflows/release-cut.yml
@@ -889,6 +889,11 @@ jobs:
         if: matrix.platform == 'win'
         shell: pwsh
         run: |
+          # Why: Some hosted Windows images start without PSGallery registered.
+          if ($null -eq (Get-PSRepository -Name PSGallery -ErrorAction SilentlyContinue)) {
+            Register-PSRepository -Default -InstallationPolicy Trusted
+          }
+
           Set-PSRepository -Name PSGallery -InstallationPolicy Trusted
 
           $trimChars = [char[]]@([System.IO.Path]::DirectorySeparatorChar, [System.IO.Path]::AltDirectorySeparatorChar)
diff --git a/config/scripts/package-electron-runtime-contract.test.mjs b/config/scripts/package-electron-runtime-contract.test.mjs
index d3b3e1226a6..e18765e99d1 100644
--- a/config/scripts/package-electron-runtime-contract.test.mjs
+++ b/config/scripts/package-electron-runtime-contract.test.mjs
@@ -194,6 +194,10 @@ describe('Electron runtime package contract', () => {
 
     expect(installStep.if).toBe("matrix.platform == 'win'")
     expect(installStep.shell).toBe('pwsh')
+    expect(installRun).toContain(
+      'if ($null -eq (Get-PSRepository -Name PSGallery -ErrorAction SilentlyContinue))'
+    )
+    expect(installRun).toContain('Register-PSRepository -Default -InstallationPolicy Trusted')
     expect(installRun).toContain('Set-PSRepository -Name PSGallery -InstallationPolicy Trusted')
     expect(installRun).toMatch(/\$env:PSModulePath -split \[System\.IO\.Path\]::PathSeparator/)
     expect(installRun).toContain(