Oh come on. It's not that complicated.
If it's 3rd edition you just do basic skill checks on any ones of the 30-odd should skills for everything. Yes, including leveling up.
If it's 4th edition you run a spreadsheet program to track the five dozen skills you selected and curse yourself as you have to walk down a stone stair but you only have points in walking up wooden stairs.
If it's 5th edition you basically play it like 3rd ed but with a point buy system that allows you to accurately construct an artistically inclined vintner with a large bladder.
(Yes, having a large bladder capacity is an official perk from an official rulebook but few DMs are going to be insane enough to actually play with that rulebook.)