Videogirl, how old are you? Do you have experience riding or grooming racehorses? If not, I would recommend getting a job on a farm in Lexington. Tell your potential employer what you are looking for. Tell them you are interested in galloping horses. If you have never done it, starting from the ground up is the best way to go. Learn about the legs and how to groom a racehorse properly, then eventually learn to gallop. Watch out for people that will "help" you but are looking for their "pay back." DO NOT GO TO CHICAGO!! Arlington is a beautiful racetrack, but it is no place for a young woman getting into the business. It is a dangerous backside.
The only down side to living in Lexington is the 8 weeks of racing that is there. That's it. But there are the sales to work and that is always something to consider if you're looking for experience and quick cash.