The L3302 and L2501 are the same frame size with same loader. Pushing, pulling, lifting; not likely to be a big difference. The advantage (to some) for the 2501 is no exhaust treatment so not as much expensive stuff to potentially break down. The advantage to the L3302 is more HP which can be important with PTO implements depending on what you plan to do with it. Personally, I’d take the 2501 unless I had a need for more HP to run a snow blower, chipper, etc.
For the past 5 years/500 hours, I’ve been running a HST machine. For the previous 44 years/no telling how many thousand hours I ran various gear drive. For loader and blade work, I wouldn’t seriously consider gear drive. If you plan to spend a good percentage of the use pulling a disc harrow or rotary cutter around a good sized field without obstacles to work around, gear drive could be a good option. However, you can pull a moldboard plow with a HST or run a loader with a gear drive; just a matter of which is better suited to the majority of your tasks so there’s not a “wrong” decision on transmission.
So far as going with gear to avoid “mechanical problems”, for back/forth loader/blade work done by skid steers, CTL’s, wheel loaders, track loaders, graders, off road haul trucks; when’s the last time you saw any of that stuff with a gear transmission? Just something to consider.