I have an 2002 Accord with 90k miles on it. It is a 4 banger, 5 spd. Though that number is low, this car has seen probably thousands of sub 1 mile trips. I also acquired a really nice S2000 that needs cosmetic work (new top and paint for about 1/2 the car, clear coat failed on original paint but it got hit, that paint looks new), but has been maintained mechanically well with about 151,000 miles, have all service records, etc. Choice 1: Keep the S2000 as my "fun car" and keep my accord. Due to using low quality fabric I need to spend about $500 on interior pieces as non leather cards didn't have removable pieces where I replaced the fabric. Had I known this, I wouldn't have done it. Then I need about $600 in aftermarket stereo upgrades to keep me liking it. I would then keep the S2000, which I like more than I thought (I got an amazing deal through faimily) and fix it as need be. I feel my Accord is boring me, but I do like the body style, so new wheels and coil overs could make me love it for some time. Basically, keep the S2000, make my Accord to what it used to be, but with more quality, and go on with life. Choice 2: Sell both cars and buy something new. I am thinking TSX Wagon. I haven't test drove one, but it seems sporty enough, and is AT. AT is kind of important as I have anxiety disorder so it is way more easy to know someone else can drive my car, plus I need to transport things from time to time. My friend has a truck but not reliable enough to do things promptly so it isn't optimal to rely on him. I have only driven MT's really, but when I drive long distance, I will rent one so everyone can drive and that is a big stress reliever. Choice 3: Keep both cars and keep them as is, or mostly. I am a full time MBA student, I make some money but it just goes to living. Pay insurance on both, keep both, and wait until I get employed again to start looking for something new that may be lower or higher in budget, depending on where I land. Let my frustrations with my 20 year old car (almost) not bug me, keep the S2000 as is, and restore or sell when the price is right, or keep it forever and just be patient. Part of this come from the fact my 2002 Accord was not nearly as reliable as my 91, or my brothers 94. Yes, I am old. I feel every mile I put on the S2000 makes it less desirable, it still is in a good mileage range but if I put 20k on it, it is in another bracket (though I only drove it 720ish miles in the last year). The other part is the MT/AT debate. I love my MT but I hate being the only person who can drive my car. Lastly, perceived professionalism. I am 37 years old. Though I own a home and have made a bunch of money investing, that goes back to the house, and though I am not young, people have paid me out. But nobody is knowing that, I still feel the car is status, and I have own an expensive home, I wonder if a newer car would round out my feelings with live style. I am materially wealthy but cash broke at this point in time. One year or two, I may be in a totally different situation. What would you do?