This has happened on each of my 3 most recent flights. Each was a <500 mile comp. Each reservation indicated Upgrade Requested, which is automatic for these short hops. In each instance I completed OLCI, looked at upgrade list on App to see where I was and saw "No passengers have requested an upgrade for this flight." F was wide open in all cases. Requested that TA or club agent add me to list. Cleared at gate. Something is clearly amiss.