Wedge
Ryanair contract Swissport to do their handling at Stansted, so O' Leary won't sort it out. Ryanair's late evning arrival schedule at Stansted is very heavy (check BAA Stansted arrivals) and unfortunately it is not uncommon to experience delays for baggage at that time of night, particularly if some flights are running slightly late which causes bunching at an already busy time. What hasn't helped is the recent security enhancements which has not helped LCCs to achieve on time performance for the 3 + sectors that most aircraft do in a day. All late evening Ryanair arrivals are scheduled in by 2350 local so it's possible Swissport have roster timings to suit. Not sure what incentives there are for staff to stay on later to handle delayed flights, seems not a lot given your experience and given it was bank holiday weekend.