Bad luck.
I never buy off the market, as it's full of people trying to trap newbies into buying useless old aircraft at over-inflated prices, when they really should scrap them.
If you base at a reasonably large airport with good routes, you can soon make enough to buy from new. OK you have to wait a bit, but AM is in part a waiting game, especially in the early stages.
Think like a real airline - start off small and keep it affordable.
Think twice about going for those widebody jets before you really need them and then plan their routes carefully- you now know about the maintanance charges

Established brokers are a good way to buy, you'll get a discount but might have to wait a bit longer.
I replace my aircraft at about 7 years old, and then I replace my mouse as I've worn it out with all the clicking

Have fun and enjoy watching your airline grow
