So far I used the stealthboy in Goodsprings to sneak past the deathclaws north of Sloan to shortcut my way into the New Vegas area. I managed to snag some loot leftover from a Fiend & NCR clash I encountered on my way to Freeside. I sold that loot plus some other stuff to get the naughty nightwear at Mick & Ralphs(seems like Mick always has one available). I started the first King's quest where you get 200 caps to hire the bodyguard but didn't actually hire him. Then I got the cap collection quest from the Atomic Wrangler casino, used the speech skill to collect all the caps and then back to Mick & Ralphs where I had Ralph forge the passport to get me into the Strip area. I also stopped by the Mormon Fort to grab the snowglobe there. So now i'm in the Lucky 38 with 2 snowglobes(soon to be 3 once I get the one inside) which will net me 6k caps that I can use to buy any skill enhancing items I might need later. Once i'm done talking with Mr. House I can go after Benny...