There are some really good points in here, and some points of view I hadn't really considered. However, other than making some of the 'vets' happy, I'm still not sure what it would do for gameplay. The people most likely to benefit from uber late war planes that are currently perked, are people who likely have massive amounts of perks banked. A free uber plane for the average MA target will not make them fly any differently. They'll act exactly as they do now, except in a faster plane. I have enough trouble taking on the standard mixture of La7s, N1Ks, 16s, and cherry picking ponies. Having to do the same thing, except dodging Tempests, -4s, 152s, jets, ICBMs etc would pretty much suck.
On the other hand, while I personally might enjoy an arena in which late war planes tend to be perked, many might not (read that, the slackjawed masses will whine until we're all deaf). The problem with a majority of planes being perked, is that it takes all of the newbs currently flying La7s, 16s, and N1Ks (whom I'll readily admit I'm culling with a HOicane to increase my own supply of perks), and sticks them in early/mid war planes, and forces them to compete against the seasoned players in superior rides. Such a setup would undoubtedly run off many of HTC's prospective clients, and HTC obviously likes having customers. I think.
Anyway, it's an interesting idea, but one that obviously isn't a concern of HTC's. We can do our own little bit to turn the tide in the game, without needing HT's tacit approval. The next time you see a newb type on country channel, "What's a good plane for a noob?", immediately blurt out your favorite early war target, and discredit anyone who suggests any plane introduced after 1942.