You can try, but the problem is the farther you are past the waiver, the less likely they are to approve it. The trend I've been seeing is that guys are getting hired into a UPT spot, then waiting about a year to actually get to UPT, so if you are already 30 when you get hired, there's a high chance you will be over 31 by the time you begin UPT, which makes it even tougher to push through. Just a thought, but no reason not to try.... Army flying will take you up to 35 though, and there are Army guard aviation units hiring too.