I don't see an issue with daily driving an old car, but my issue is I want some of the new car features now. I drove my '74 Duster as my daily for years until I sold/traded it to a friend in '98. Since then I had the privilege of daily driving a '15 Challenger R/T 6M and it kind of has become the benchmark and target. Because of that, I want AC, CC, EFI, OD and a nice suspension, and it's why I am building my G3/T56 Duster. It won't have all of those things when it first hits the road, but I expect to drive the wheels off it regardless while I work towards those missing features.
I have never insured my Duster using classic car insurance. Insure it like a regular car so you can drive it when you want. Not saying there can't be issues with value if something happens, but we have to be honest and admit the insurance companies are in business to make money which means they will use everything they can to give you as little as possible in every case. Or they will charge you through the roof and put restrictions on you to make up the difference and then stiff you entirely when they determine you violated the restrictions. Just my thoughts on insurance.
If I was looking for something to daily, I would think about an F-Body, depending on the deal. You can get them with AC, CC and a V8 (or swap one easily) right from the start. The suspension is a turn off for sure, but Firm Feel still sells the k-frame rubber biscuit delete kit and a Diplomat cop car could give up it's entire suspension which is an improvement. Add some 12" brakes, a 42/48H and some 17" wheels and go. Biggest advantage is they potentially already have all you want as opposed to another A-Body where you would have to build those in. I'd look for one that isn't too rusty as there are issues, but rust makes it less of a big deal if something does happen.
A Diplomat or Cordoba is an option, too. I just lean in the direction of an F-Body because it is so similar to an A-Body. And I had a '78 Super Coupe Volare for years and miss it.
If not those, I would look at cloning
@TrailBeast's car. But that's a build rather than a buy and improve (again, depending on the deal).
Either way, if the current daily is working fine, now is the time to jump on something and get it up to snuff before something does go wrong. Plus, when you do get the classic to the point you can daily it, you have a backup for a time in case a problem crops up.
I say do it, and do it now.
