Tell that to Yeldar back when he set all his WR's. Age is definitely not a determining factor in skill. I consider myself pretty good, and your train of thought would seem to definitely apply here, because I've played and owned each title.
However the truth is that I just know the game physics because I've played it before. I think a better criteria would be something like "who has played in the past" and "who is fairly new to this." I can't race well on the original anymore. I know because I tried it yesterday. It was not a heartwarming experience. But I remember being around 10 maybe, when the first WO came out, and I recall beating the whole thing on both speeds in just under an hour or so. I would argue I was waaaaaaay better at it back then, but then again, it had different physics than what I'm used to now and it takes time to adjust.
I am not so good at 2048, despite having it on the Vita. Once again, age doesn't have anything to do with it because I was ironically far better at it on the Vita with what I would argue are inferior controls.
I am glad to see younger pilots here though. That was actually kind of where I was going with the Generations idea, only it wasn't age, but familiarity that would have come into play. Hell, I can tell my reflexes are worse than they were 5 years ago, and I'm under 35. Also, there is no way to move into a different tier of pilot if age is the restriction. Saying "pros only" means anyone can join, but expect the competition to be fierce. If you aren't pro enough, it will certainly show. But restricting the already somewhat small community on things a pilot has no control over doesn't really do the community much good. Also, if I ever stop playing (and I won't) I'd like to pass the torch to people I've raced with before for their skill. Besides, you can learn a lot from the older pilots. Fun story, m first race was a full lobby that had Kalidescopic1er (can't remember how to spell that). Anyways, I lost by about 10 seconds (which was a little disheartening because I thought I was good at this having just beat the campaigns). I learned my lesson that there was elite difficulty and then there was "online elite difficulty." Anyways I got a PM asking me to join a race with a silver ship. I was like "why would I do that? Doesn't everyone fly silver?" After that race I got bling brigade. Easy Peasy. No planning required. Later you learn the intricacies of each track by, guess again, the pros (and youtube)!
The only exception to this is Drunken Master, which legally you would not qualify for! But trust me, Drunken Master races are easy to win if you cheat by being sober
I guess we could do team drunk vs team sober. That might be fun. I stop barrel rolling and start "bllrarel rolng" off of the track and such. My only motivation to finish 1st is that I have more time to drink in between races!
And about my tournament idea, since teams are harder to do (Quakes anyone? Bombs? Mines? oops?), maybe the team idea would fare better in Pure Racing, which to me is just multiplayer Time Trials (and is awesome).