The only way to get the money faster is if people bid early on them.
Your in a very bad spot. When you get back to a positive balance, invest all your money into your arena. eventually by next season, you should start have a positive income. Try buying 4 AllStar potential 18 year olds, with good skills for cheap. Since it takes longer for guards to cap, I'd go for them. fire your trainer, and get a cheap level 4 trainer, and concentrate on building your team that way, until your arena is about 10000 seats, with a mix of Lower tier, courstide and luxuary seats. Then you can start buying the remaining pieces for your team.