If flying with US carrier it's generally not an issue getting the item on board. The main issue comes with being able to fit it in wheels or handle first and not sideways. Unless the flight is half full, the overhead space can disappear quickly -- one risks the luggage getting gate checked if too large.

If flying with an international carrier, they are more focused on weight, though any roller around legal limits in measurements draws attention. Since many int'l carriers have low weight limits (8kg for Lufthansa, 5kg for TAM and Sing Air [I think]), B&R is generally not the best choice due to the weight of them. I fly LH a lot and generally use my Air Boss for those trips.