Unreal Entitlement on second Play in Editor (PIE) Skipped

I created a Rift application on the Oculus Dashboard for debugging. The first time I launch a PIE instance the entitlement will succeed and I can perform a request, such as getting all of the friends; however, once I stop the first PIE instance and launch a new one I get a warning and I cannot perform a Platform SDK request.

LogOnlineEntitlement: Warning: Oculus: Oculus platform service not available. Skipping entitlement check.

If I restart the editor and launch a new PIE instance, it will succeed.

UE 4.24.3