...it would be a good tiebreaker...
1) He'd cost the NAVY less money (no IFS).
2) He's already demonstrated a basic aptitude for aviation.
3) He's demonstrated that he's committed (or at least personally invested) in some way to aviation (he's dumped his own cash into pursuing it).
4) Overall he'd seems to be a more 'sure' bet than someone that has never been in an airplane or taken instruction in one.
Disclaimer: The above is merely a baseless opinion of a lowly JO, and should be taken with several pounds of salt.
Ah, the mythical 'tiebreaker'. I won't say it never, ever happens, but unless you've got freakishly identical twins who did every single thing the same since birth, except one has been in a plane for 50-ish hours, there's no such thing as 'identical' candidates. What happens is you're comparing apples and oranges (and pomegranates, nectarines, kumquats, tangelos and plantains) weighing the backgrounds of many different candidates.
Your specific points:
1) It's not the board's money, they don't care about spending the Navy's money, and it's not that much money anyway.
2) No, he hasn't. He's demonstrated that he probably doesn't get violently and incurably airsick. That's it.
3) His cash? What if it's Daddy's cash? Or it's his uncle who owns the flight school?
4) Navy flight training is an entirely different animal than civilian GenAv training. Some of the monkey skills are the same, and there's benefit in some prior training (which is why we do IFS), but prior flight time is no indicator at all as to your chances of successfully getting winged.
Look, if getting your PPL made you a shoo-in, or even more competitive for a SNA/SNFO slot, we would tell you. It would be obvious. We're really not trying to fool anyone.