FWIW, I'm sure it's absolutely true that nobody ever regrets buying a 180. I suffer from Skywagon Envy like a lot of other people do.
But make a personal, honest, and accurate analysis of what your flight mission really is, and what you want to spend your money on. Solve this equation from several different perspectives, including expressing your budget for dollars per hour flown, dollars per mile, your desire for number of hours flown every month. And then the obvious stuff like how much cargo, range, etc. you need, airport elevation, carrying a Jet-Ski in the airplane, etc.
This will be very helpful in the age of $6-7 / gallon fuel, $80,000 airframes, $2000 insurance, $20,000 overhauls, $5000 propeller AD's. If your realistic mission and your budget point to a 180, or a Caravan, or a Maule, or a 100HP Tayorcraft, have the patience to listen to those numbers. There are a lot of very high performance and high utility airplanes that are sitting there not being flown as often as they should. Gotta ask why.
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