I am all over the place in the game.
Got to the strip, had sex with Benny, and killed him in his sleep.  
 
 
Not sure what to do about any of the many missions that popped up on the strip - mainly the choices with House and the factions.
My choice of increasing my barter and repair has worked for the most part.  I also have my lockpick up to 100 I think, so I have a lot of unique weapons, a lot of them I can't use quite yet.  Have the Matter Modulator, Maria, Lucky, Annabelle, That Gun, and my favorite I can't use for a bit - the Gobi Campaign Sniper Rifle. I am thinking about buying the Two Step or something from the guy in Novac.  I think I am at level 14.  My repair is 75 or 80, barter is about the same, lockpick is 100.  Bumped my strength to 6, and might have to go one or two higher for a couple weapons.  I made a bad choice last level up, so next two I will pump a little more into repair still to get the jury rigging perk at 16.  Bad part is I suck in combat at the moment.  I think my guns is just over 50 finally, but sneak is about 20, and I think explosives and energy weapons are in single digits.  I guess I have a ton more levels to get those up.   Currently at 23000 caps, I think.
Tried gambling a little before heading to meet Benny.   I think my luck is 7 or 8.  Won a little at blackjack (maybe 800 caps), but the slot machine ate about 1500 in a short amount of time.  Do the craps tables ever open up?
Killed a mountain of Fiends, and took out all of the Great Khans.
Was going back through and searching in markers that I quickly went past and located on the map.  I figured something as hard to get through as Camp Searchlight would have some great loot.  Damn near irradiated myself to death running through there and looking in a couple buildings, but didn't find much of anything besides the ghoul troopers running around.