Most bypass events occur at cold start due to the engine oil pump going into pressure relief. Out of relief, the differential pressure across the filter is negligible..new or "seasoned". The engine, especially with thick oil cramming its way through it ..will be MEGA MORE restrictive than the filter. The filter is invisible in terms of pressure differential for most of you most of the time. When it's not, it is most likely during an oil pump relief event.
As a filter ages, it effectively simulates a smaller filter. So out of relief, at a given visc, at a given volume, you MAY create enough differential to have a bypass event. That would be rare.
As always, there are unicorns that popup from time to time ..and we are a nation of individuals that insist our situations are always unique.