Attempting to steal an object a person doesn't have should still make a stealing roll with the usual chance for failure, as the only way to figure out a person didn't have something would be to go fishing in their pockets.
|-||Mephibosheth||2s||!zib eht si sivni@|
|-||Scarlyt||13m||<3 <3 <3 The admins are the bestest! <3 <3 <3|
|-||RheaGhe||1m||Something about butts.|
|-||SpaceLatency||26s||'And he gave me Venus.'|
|-||Marioanius||33m||Hamilton wrote, the other 51!|
|-||Kisaki||5h||Don't Stop Music...|
|a||Cerberus||1h||Head Builder & GM when I need to|
|And 31 more hiding and/or disguised|
The problem with playing a dip isn't the mechanics but rather people playing one and getting caught a million times within their first month because they don't understand UE and character progression. I like this idea, and if there was a way to codedly support it that wasn't a hassle, I'd be all for it.
I've seen several people playing pickpockets who just go around trying to rack up a high score.
If you're playing a combat character you face consequences if you just try to murder everyone you meet. If you're playing a decker, you'll face consequences if you try to hack nodes willy nilly. This is how you learn the game.
One of the most fast growing characters I know was a dipper, to say it's a sub-optimal strategy just means all you're trying to do is dip people's phones and wallets in the streets.
From knowing this other character I can assure you there's far more money to be made from stealing than just that.
Regardless of nerf or buff, I agree with Vera here, just for the sake of realism.