Yeah, I'm with you on that, it's a problem I see in a lot of RPGs - skills are typically a little too spread out, so e.g. nasty deeds will involve Sneaking, Pickpocketing, and Lockpicking all as separate skills that need investment, with too few resources to properly do all at once, when a proper (and realistic) thief would ideally be able to do all three. It's not just thieving with this issue - for example, a talker might realistically be proficient in Diplomacy, Bluff, Insight, and Intimidate, but it's impossible to actually do all of them in game, making it really difficult to roleplay a smooth talker.