As you've probably discovered, finding a good automatic gearbox in a small car for that budget is tricky. A Nissan Note would be a sensible choice and there's a number around to choose from, although might not be considered cool enough for a 22-year-old depending on whether he's bothered about such things. A Ford Fiesta would also be good and might be considered a little trendier. Hunt out a 2009 model for your budget.