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.
|-||Kuzco||1m||Character art http://i63.tinypic.com/t0jiiv.jpg|
|-||Kiptik||37s||Mensch warden ist eine Kunst|
|-||Napoleon||7m||Bad bish is bad.|
|-||Chrissl1983||2s||Really enjoying this awesome game to the fullest!|
|-||Newbs21||32s||We're all crazy here!|
|j||Johnny||13h||New Code Written Nightly. Not a GM.|
|a||Cerberus||2h||Head Builder & GM when I need to|
|And 21 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.