So after the first of the year I am taking a new job, where I will be working downtown and commuting by train. The train is ~1 mile from my house. And because of parking, in the nicer months I'll probably just get some crappy $50 Craigslist bike and ride down there on that. So now instead of one car that sits all the time I will have two. My wife suggested I just return the Wrongler at the end of the lease and just have the S2000, but I have two kids so a 2 seater doesn't really work for me. The lease is up in 18 months (August 2021) so I wouldn't do anything until around then, but it got the wheels turning. At that point my girls will be 9 and 4, meaning the younger one is out of a car seat and just in a booster. So basically ANY back seat works, it just needs a back seat. My wife will continue to have some sort of reliable SUV to do all the family hauling, mine just needs to be capable of occasionally hauling the girls around town.
So what to get? The mind immediately jumps to a 911 of some sort. 997 would be the top end of the budget (figure ~$45k) and would work. 996 (I'd want a facelifted one) would probably be damn near just as good for my usage and cuts that number down by $15-20k. I could spend the whole budget and get a nicer 996 (C4S, 996TT).
That's the obvious answer, what else is there? M3/4? Mustang? Something really cool I don't even know about? Just get another Jeep anyways and keep the S2000?
Only real stipulations:
-<$40-45k, less is always more (or equivalent lease, say <$500)
-reasonably reliable (probably not Italian for instance)
-I'd like something with less depreciation potential rather than more (or lease)
-Don't tell me to get some egg-shaped EV, I don't want that, but maaaaybe a Model 3 Performance? Lease? Don't want to be holding an early EV due to potential epic depreciation
-Would love it to either have Carplay or ability to add Carplay reasonably easily (drop in HU)
Why not sell the S2000 and add the proceeds to buy the nicest 911 convertible you can afford?