I heard that Major Knight is easy to pickpocket if you need repairs (then pickpocket caps back).
I have a 100 sneak AND used a stealth boy...
When I tried to enter the building stealthed, I managed to steal some misc items, but when I tried to take the caps he noticed.
Anyone have an idea of what might have happened, because I missed out on the repair perk that allows you to repair items in the same category. So now my awesome Enclace Renmant armor and helmet will wear off, because I have broken all the casinos, so I have no huge source of money...

1.Save
2.Pickpocket.
3.Fail? Reload. Suceed? Enjoy the caps.

:shrug:
Then you'll have to waste a lot of money I guess.
Action and consequence, didn't take Jury Rigging then it's gonna be a pain to repair armors.

You don't need the casinos to have a steady cash generator, that's what the Fiends are for.

I never looked, but I hope that having 100 in pickpocket sneak does not guarantee success; (only a really good chance of it).

Already tried that over 10 times now.
He's supposed to be easy to pickpocket

It doesn't, even if you're using a stealthboy. The weight/value of the item determines how difficult it is to steal, as much as your sneak skill.

dont try and steal it all at once, steal it in smaller increments.

Ah, okay. Thanks. I suppose I'll just re-roll with a new character. And be sure to get Jury Rigging or whatever it's called.

you could just steal the caps in smaller amounts at a time, if you try to steal thousands at once, you will get caught, maybe a hundred or two and you will be fine.