I say always have 2 cars, I don't care the circumstance. I'm in a bind now because I relied heavily on my 06 mustang, but after the transmission went out (over warranty) and a big "accident" occured, I found myself relying on my wife to get to work and back. Decided to get a cutlass to be my daily and it's already costing me an arm and a leg. When I get it rolling right, I'm going to have to get another car just in case the gbody puts me down. NOTHING sucks worse than having to bum rides, even if it is from family. I wouldn't live anywhere I couldn't have 2 cars. I'm planning on having 3 before the summer is out.
With the work you've already done, your car should be a super good daily driver. Probably more reliable or JUSt as reliable as a new car. You know what you're doing, so you should be able to maintain it and fix the few dings and dangs that come up. Can't see why you can't put 300,000 miles on your car. Do it. Just have a backup plan.