Update: I think I know what was causing the oil leak, and luckily it's not the pan or crack in the engine case. I was searching on the forum on oil leaks and came across a couple of threads where case covers were not torqued right. I have T-Rex covers on crankcase and clutch, and sure enough one of the bolts on the left cover was very loose. There was oil on the bottom of the cover and around casing, not a lot but enough where I could feel it. My theory is it dripped down from there and collected at the oil pan screw. I torqued everything to T-Rex's specs when I installed them (don't think I used loctite though). I'm rethinking the idea of case covers, seems to just cause problems.
I tightened all the case cover bolts and cleaned up oil with contact cleaner, going to ride around and see if that fixes the problem.
If it was from the case cover and a loose bolt, do I have to remove the cover and reseal with gasket maker, buy new aluminum bolts, etc?