Thanks for all of those with helpful tips. Something I should have mentioned earlier is that I am not in plate or a "high-end" armor I am currently wearing the Byrnja, (may be misspelled), a nordic footman's helmet and carrying a broad short sword, which is a bit expensive along with a heater shield. I have purchased other equipment to try out, but those have been sold back. The real issue I suppose, is the fact that I am getting charged upkeep nearly every round. I have gone a few rounds in a row with little or no upkeep but then "BAM" I get hit with a very large upkeep for multiple games in a row. I've dropped my gear down to basic leather and sword for quite some time in order to stockpile a bit of gold but I know that I am not helping my team in any way which bothers me probably more than it should. It seems that I may have a bit of bad luck with team placement having recently lost 12 games in a row at 1x and then finally getting to 3x for one game. Overall, I am loving this mod and am addicted to it so much that one of my Eve accounts went two days with an empty training que.
Thanks again to those with the constructive replys.
First off, you're throwing your money away if you are selling back items you've bought.
Second, what level are you? I think you start paying upkeep gen 1 at level 25 or something, but before then you should be able to assemble a healthy bit of gold so... I'm not sure what might have happened.
As others have mentioned it is tough starting out as a new player, but as long as you wear moderate to cheap gear you WILL gain gold over time. Every now and then you get unlucky and take higher repair costs, but trust me you'll gain gold in the long run if you don't go crazy with your cash.
And I STRONGLY recommend selling your first loom point when you hit level 31. You can get ~700k gold, more than you could ever need for upkeep unless you plate it out on a plated charger all the time. Or you could simply buy a +1 loom from the marketplace afterwards and still have gold leftover... or you can sell your second loompoint as well when you retire again, and then you'll have enough gold to buy a +3 item while only playing 2 generations.
I wasn't a new player when the marketplace came out so I had to deal with upkeep the old fashioned way... you young whippersnappers have it easy!