Brian,
Best advice I can give you is.....if you are not an A&P, buy the BEST plane you can afford. Don't try to save money by buying something less expensive and thinking you'll "fix it up over time". Doing so will only cost you MUCH more in a surprisingly short amount of time. If you think you'd like to do a loop and roll now and then, take the time NOW to find yourself a nice Aerobat. Have an affinity for taildraggers? BUY ONE! Think you'll crave extra horsepower? Find a good 150/150!
I'll let others talk about the importance of a pre-buy inspection and how to get that done.
I love Sandy's answer ... sage advice that I, for one, would take very seriously.
When I buy an airplane, I treat it like a business proposition.
My first concern is not the purchase price, nor the tach times, nor the paint job. My first concern is to fully understand my budget: how much money I’ve got to spend on nothing else in my family’s life, but the purchase, operating expense, maintenance and modification of my new airplane.
Next, I establish my priority list of what is important to me in my investment: mechanical condition, cosmetics, avionics, resale potential, anticipated mission, etc.
For example, If I don’t have much money, don’t know a mechanic, and don’t have a lot of trusted friends in the aviation community, then I better find a solid airplane that fits my mission with a low-time, well maintained engine, and things like cosmetics might not be as high on my list.
Similarly, if my anticipated mission for this airplane is to fly to bush Alaska and land on river banks and gravel bars, I should not even consider a Cessna 150-152, (unless Mike Sibley has had his way with it first).
If I plan to keep it just long enough to get my pilot certificate, then purchase price, potential resale value and marketability might be higher on my priority list than engine tach time (even though that will affect all of the above).
If I want to get an instrument rating in this airplane, then obviously avionics and instrumentation has to be high on the list.
Then, I try to imagine (because I can’t really calculate with any degree of certainty) what the total cost of ownership over the expected life of my new aircraft. If I only have $12K in my budget, and I find a high-time 150 for $10K, I should turn and run. If I have $25K in the bank, and I find an $18K low-time 152 with good cosmetics and excellent maintenance records, I’ll look more closely. I always have a “trust fund” that exceeds the purchase price of any airplane I’m looking at, that approaches twice what I’m willing to pay up front if I’m looking at the least expensive airplane I can find.
Before I make a final decision, I’ll do a risk assessment. If I find an aircraft I’m interested in on eBay, or in an ad for which I have no knowledge of the airplane, it’s owner or it’s history, then my risk is high and I better have a pretty healthy trust fund.
If, on the other hand, I am buying Uncle Fred’s wonderful one-owner Cessna 150, for which I know the history, I know his maintenance philosophy, the numbers are good, it’s been hangered since new, I’ve flown it a number of times ... the risk is lower, and the trust fund probably doesn’t have to be as high a percentage as the plane on eBay. That doesn’t mean it is risk-free. I’ll still assume a measure of risk and have plenty of money in the bank after I write Uncle Fred a check.
Even Uncle Fred’s engine can surprise you at the first annual, or a radio can die, or a vacuum pump go south, or a mag can self destruct, and if you don’t have the money in the bank to repair it, your entire investment might be in jeopardy.