I am a private/ifr pilot that got my ratings back in 07-08.... I left aviation and got into law enforcement and military instead of following my flying dreams back then...
Are you me? Eerily familiar story. Got into aviation in the late Nineties, got a PPL and instrument rating. High performance, complex, tail-wheel, and then switched courses (after 9-11 decimated the industry) into Medicine. Weirdly, ended up becoming a Naval Flight Surgeon, so my switch out of aviation actually gave me some of the best aviation experiences of my life (catapult shot in an F-18? Oh yes). Retirement is on the horizon and there's a part of me that just wants to complete that dream of being a paid pilot for a while. Was able to get back into aviation properly a few years ago and got most of the rust off in a flying club and flying with CAP (which you might consider as a way of building time as well). Decided to buy a Cherokee 180 to build some time, get my CPL/CFI/CFII, and maybe fly some Pilots and Paws type stuff. Absolutely love the aircraft (cost $74,000) and reasoned I could always sell it for what I paid if necessary. Then at my first annual they found a cracked jug, which led to a scratched cam that Lycoming says isn't airworthy, which has led to throwing about $30k+ at LyCon to redo the engine. 8 months downtime, minimum. So I decided, using the same logic, to buy a cheap little Citabria to build up some tail-wheel time and at least keep flying until I could get back on track in my Cherokee. Paid $40k. Got about 30 hours and she tried to kill me a few days ago by blowing a cylinder. I popped my cherry on a no-crap emergency landing into an Ag strip and now I'm about to pay for a new cylinder (not new engine, fortunately) so I can fly her out before the rancher runs out of patience.
I absolutely LOVE having my own aircraft. It's there whenever I want to fly. It is set up the way I want. I do my own preventative maintenance. But it's sure as hell not the cheap and easy way to get time I had hoped. For what it's worth, I have absolutely no intention of selling my Cherokee once I get it back, and I'll very likely hold on to that amazing little Citabria because it's so damned much fun to fly, but I can't recommend being a solo owner if funding is a concern.
My recommendation? Consider a partnership in an aircraft. It will give you almost all the benefits of solo ownership with significantly lower risk and financial outlay. If you can find a couple of guys to each put up $20-30k for an aircraft, now you're talking about getting a really solid plane. Maintenance also gets split 3 ways, which is a nice bonus. Odds are, there won't be enough conflict between you guys for hours that it will be an issue. And again, consider CAP. It's flying with a mission, it's often in Gucci C-182s with G1000s, and the hours are 100% free. Even if you just do it occasionally, there's very little downside.
Hope that helps.