That is insanely restrictive.
Your suggested free planes would lead to utter domination by the Japanese (A6M5b) and Americans (FM2, P-40E, A-20G). Nothing you gave the British, Germans or Italians as a freebie comes close to the four aircraft I mentioned. The poor Russians get nothing, not even their sitting duck of an Il-2.
In your free category you have included 1944 aircraft (FM2, A6M5b) with 1939 aircraft for others (Spitfire Mk I (1938), Hurricane Mk I (1937), Bf109E-4 (1939))
You're 20 perk level includes an aircraft that is later and better than your 50 perk aircraft, and far, far better than the rest of the 20 point craft.
palef and Swoop have very correctly pointed out that new players or average players would get screwed by this idea. People who fly, say, P-47s, P-38s, P-51s, Fw190s, Yaks, Tiffies, ect would be screwed. Make no mistake about it, many people pay to fly only one or two aircraft.
In short, this idea would kill HTC and AH if implimented.