EDIT: Complete review overhaul. The old one was just wrong and 8 months later and several decks trying it out later it's time to rewrite it.
So. Evading. A strategy that may or may not be very useful depending on your investigator and campaign. The old Pickpocketing grants cards on successful evades and isn't fast. The cost, action to play and the slow pace at which it returns on it's commitment is just too damn slow, thus Pickpocketing "classic" is a terrible terrible card, another downer for a strategy that didnt have too much support when the game was brand new.
Things have changed quite a bit since then, the full campaign maps are generally less claustrophobic than the core campaign and less populated with stuff that you need or want to kill, cards like Lockpicks, Lola Santiago and Ornate Bow exist now, making based characters more powerful, more consistent and all-round better (not that every would pick the bow but the option is there). In fact the latest campaign greatly rewards sustained evasion.
So, back to Pickpocketing. Here are some strong points in the cards favor:
The fast keyword means that you never need to play this until the exact moment that the benefits would be useful.
The flexible choice between Resource or Card means that you can shift gears depending on what you need at the moment, not to mention the double benefit from overkilling the test.
The card enables sustained spending on evasion checks in the same way Dr. Milan Christopher enables sustained spending on Higher Education. You can use the cash from Pickpocketing to fund the use of Streetwise, and in turn the success bonus/overkill bonus might actually net you your investment back. Unlike Dr. Milan Christopher however you may have 2 copies of Pickpocketing in play at once!
- Like Rabbit's Foot, a card that turns risky tests into Win/Win situations, Pickpocketing turns evade attempts, which to some might be considered "lost" actions, into far far more useful actions that simultaneously keep you safe and help fund your future actions. Imagine a card that said " Exhaust: You get 1 resource when you hit something." Said card would be in every deck.
Note that the option to gain resources from evades is the mechanic that really makes/breaks this card in comparison to the 0xp version. The ability to fund successful evades with past successful evades give you sustained test-effectiveness. it's impossible to predict exactly how many evades you will succeed on in a scenario, but I bet a dude like Finn or Wendy might be required to evade 6+ times in a given scenario, not counting failed tests, with this in play that'd net you 6+ resources and/or 6+ cards. A, fast, 2 cost card netting you so much returns is obviously terrific.
Do consider Pickpocketing when you build an based investigator, especially if you have stuff like Lola Santiago, Trench Coat or Peter Sylvestre in it to raise your base value into 5+ territory. Lola Santiago + Pickpocketing is a good combo in of itself since the evade actions can now fund your clue gathering like never before.