273 swap to 318/ build, cost, potential, daily driver

Fairly sure the heads are early, angled bolt holes… block cast is 65… I do not know they’re exact condition I haven’t heard from the machine shop on them just yet. Few pics below. Again this was my dads everyday driver and was only parked because the trans reverse went out. Rebuilt in 85 and parked in 89. I can only hope for the crank, if it’s toast then I’ll start networking in finding one.
verify verify verify.

while the early heads may be entirely serviceable, the problem is that you've hemmed yourself into only having a select, tiny, limited amount of choices for an intake manifold-- the 2bbl you have, a factory 4bbl if you can find one, or if you want to open your wallet wide: an edelbrock, offy or i think there may be a weiand option. and even then, they're also tough to find and expensive.

swapping heads gives you a plethora of intake options, yes even better 2bbl options! and the added benefit of getting (potentially) hardened exhaust seats and upgraded valve guides and seals.

remember that part of the issue with asking people what they would do in your situation is that they have entirely different skill sets, parts availability, ideas of what levels of performance, budget, what meets their criteria for "good enough", and so on and so forth.

like, i know what *I* would do here, but what i have sitting on my shop floor and shelves and what's available to me and what the finished product would be may be entirely different from your idea.

somebody up thread said that you need to decide, and i think that's great advice. you need to decide what your destination is, and then we can help you make a map to get there.