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All you had to do was get the inital caravan deck from the guy you save from/sell out to the Powder Gangers. After that, you head down to Primm, then the bar at the NCR outpost. If you've made it to Novac, that helped a lot, and here's why:
The people who play in those three spots are merchants, all of which had really stupid AI settings. The cap count bled over, which meant you could basically break them in Caravan, buy all their shit, then break them again. There was no limit on the number of times you could play them consecutively, and their stock/caps were replinished every 3 in-game days.
If you fast traveled between the three towns, it was close enough to the 3 day wait. Esentially, you built a perpetual loop of nearly unlimited caps and supplies. If you found the explotable way to get to the implants, and quite likely hit the Gun Runner's locale to do so, you could trade up to really good shit right away and pretty much get everything you want before even setting foot in any operating casino- it was really easy to win at Caravan. Seriously, I had to intentially take a dive for the "Know When To Fold 'Em" challenge. Finding more cards that suited my play style only made it simpler, and most of those were randomly in the shops that I was basically robbing blind without karma loss. The only real problem was that any new cards you got weren't automatically added to your deck. They sat in your inventory until you dropped them or hid them in something and picked them back up.
Then, they patched it. The card gathering works correctly now, however, everything else was traded off. The people who play have more distinct play styles and actually make smarter moves, and you can only play them so many times. They made the caps they gamble with and the caps for their sales inventory two separate things as well.
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