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Do you roll with failures or do you load and try for your "expected" outcome?
(self.baldurs_gate_3)
Baldur’s Gate 3 is a story-rich, party-based RPG set in the universe of Dungeons & Dragons, where your choices shape a tale of fellowship and betrayal, survival and sacrifice, and the lure of absolute power. (Website)
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I only ever save scum pickpocketting. Years of DnD has taught me that fucking rolls up can often lead to more interesting developments. That being said, I also try to maximize success chances with guidance, finding advantage, building characters to be good at their jobs, etc
How DnD and PF and most RPGs does pickpocketing, it encourages save-scumming (or discourage use on a table game).
I think it would be better if the standard fail result wasnt "get spotted" but rather just "didnt get the item and made the target suspicious". Then if you tried again and failed against a suspicious target, only then would you get spotted. That way the worst failure will only happen if the player push their luck. And pickpocketing/sleight of hand isnt the only skill that could have use of a more gradual fail state. If they push their luck on a lockpick check, it could jam the lock permanently. If they push their luck on a jump/athletics check, they'll fall.
I'm no game designer, but I imagine that would encourage risky uses of skill checks (and in video games, not be so quick to reload just because of a failed check). It puts the risk management in the hands of the player instead of at the total mercy of a die throw.