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4 type ratings.....

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Prop: DHC-8... what a blast it was to fly that thing!
Classic: Is 727 a classic yet? ;) If not... Connie!!!
Airliner: B-747-400
Bizjet: G550 hands down.
 
prop L1049 super connie
Classic L1049 super connie
Airliner L1049 super connie
Bizjet L1049 super connie with jet engine

I consider myself the most fortunate pilot of that era.
 
Prop- Curtis Commando C-46. The men who flew this across the "hump" during the thirties had brass balls.

Classic- I've already got the type, the Douglas DC-8.
Only commercial airliner to break the sound barrier

Airliner- Not much of a Boeing fan, but the B777 is one hell of a plane. Plus If I had the type I think I could get a cool job in Asia.

Corporate- GIV or GV, Sweet ride, long legs, plus contract guys make good dough driving it.
 
Prop= Any Aero Commander / Aerostar!
Classic= A Zeppelin
Airline= Concorde
Bizjet= GV

I would add
Military = SR-71
 
Prop: Dash-8 because the guys I know who've flown it said it was fun.
Classic: DC-3
Airline: 777
Bizjet: Citation X just so I could say I went Mach .9
 
Wow. Too many to choose from.

Props- The incomperably LOUD Vickers Viscount. Oh to be with UAL in 1964.
Classics- I'd stick with the DC-3
Airlines- How can one choose between the 707, Caravelle, Convair 990 and last, but not least, the original RJ, the VFW 614? (look it up)
Bizjet- Already flown the Gulfstream and the X. Tough choice between the MBB(HFB) 320 Hansa Jet and the Lockheed L-1329 JetStar. Forward swept wings vs. 4 friggin throttles on a bizjet. Damn. Again, born 30 years too late.
 

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