My problem for a DD is I need very close to 100% reliability as I don't have room to store backup vehicles and need a vehicle for work. That means buying beaters is not a good fit for me (but a long-held yaris could work fine). For the last few vehicles, I planned on buying used but used market was stupid and new was a better deal.I drove a brand new Ford Ranger off the lot in 1986. (Just under $8000 at the time). Havn't felt the need again.
Back on topic, buying a used sports car to daily is playing with fire. They are often driven hard and put away wet. If you get really unlucky, they have been tuned and abused prior to your ownership. Unless you know the original owner, it's hard to know how much life has been used up already.