since richard mentioned hangar space isn't an option, sounds like metal is what he'll need. i still very much enjoy toolin' around in a good 'ol reliable c-150 or c-172 - not boring, guys!
(taildragger snobs)
tim gives good, accurate advice. i've owned a few airplanes and after the first, i wound up rolling the dice with higher timed airframes and engines to save pennies and fortunately, didn't get burned. definitely call a guy like tim when you think you've found some aircraft options. he may spot red flags by phone or in reading an online ad that could quickly steer you clear of someone else's problems..