I am a corporate pilot. I have a ATP, Commercial Single Engine, Instrument Rating, and a Flight Instructors Certificate for both Instrument and Multi-Engine. I have 7,500 hours of which 6,500 are in turbine airplanes and of that 4,000 hours in Jets. The job I have now is cushy and only fly 400 hours a year for the past 11 years I have been with this company. I have flow everything from a C-150 to 3 different corporate jets. Never owned a airplane in all that time.
Main reason is the cost. The easiest part of getting a airplane is buying it, just like a boat. The upkeep, insurance, hanger, ect make it very expensive. For a example my Co-Pilot has a Cherokee 180 and a Piper PA-17 Vagabond. He flies the Cherokee about 200 hours a year and the Vagabond about 75. When you do the math it cost him well over $100 per hour to fly the Cherokee factoring fuel, insurance, hanger, maintenance, ect. The little Vagabond only uses 3.5 gallons per hour but still is over $75 per hour to fly when its all said and done.
Having a strip at my home is my dream though. If I could have the airplane at home, in my hanger, and fuel it with my fuel then I would consider owning one. This pretty much rules out a Mooney since they are not the best on grass strips but can do it with some skill. I only have 25 hours in Mooney so I am no expert. If was to get something for around home I would get something to putt around in. C-152 C-120 C-140, Taylor Craft, Piper tail dragger, ect. If you need to take a trip let the airlines do it for you. I drive anything less then 4-5 hours and over that I buy a ticket just like everyone else. Just got back from a 3 day trip in Jacksonville, FL via Southwest airlines for $225. It would have cost $2000 for me to do the same trip in the Cherokee 180 I can rent for $100 per hour.
Chris