Sounds like fear is holding you back from a lot of things, especially when it comes to making changes and doing what will make you happy. The dating pool is a scary one at any age, but if you're THAT unhappy where you are now things can only go up, right? Money can be slowly saved up over time, new jobs can be found -maybe not exactly what you want but something slightly better and that makes you happier. And men are a dime a dozen anyway. In a year from now you may be kicking yourself in the rear wishing you had made some changes :)