I would suggest it, but if you do decide to do it, one thing I've always been curious about is adding an electronic fuel injection kit, like the Holley Sniper 2 or something by MSD Ignition. Those cost roughly $2,000 the last time I checked. This would help make the car engine start and run more like a modern car, which could greatly increase its reliability and usability which is key if you plan to use it as a daily driver. These kits are extreme controversial among car enthusiasts, especially due purists who believe carburetors are the solution to all life's problems. It is possible to retrofit and upgrade older cars with A/C, however, it's probably good to keep in mind that, as far as I know, A/C was not offered as a feature on most car in the 1950's and back. In the 1960's it at least became a factory option on some cars. Upgrading a car that already has or was built for A/C is achievable for most. Installing an A/C system in a car that was never built for it will take some higher level of mechanical knowledge that you might not have yet. It can be done, but it would be challenging and most likely expensive. If you have a car that can be driven during the hotter months and then drive the classic during the months A/C isn't needed, that might be a cheaper option.