Thoughts, facts or opinions on a 327 into 58

[nail pounder]

I've been day dreaming again. I would like to make my truck more driver friendly, now it's 1/2ton with a 235/3 spd/3.90 rear. I found a rebuilt 1968 327/350 trans for what seems like a good deal($1900). I have spoken to the owner on the phone & now I need a reality check. Ideally I like the idea of a new 350/700r set up, but financially that is a couple years away The 327/350 is doable in the near future, but then I'd be looking at new rear end gears for freeway driving. Or I try to just buy the motor and find an affordable 700r, or get a v8 bell and keep the 3spd for now and look at rear end gears or...? I have in my 66 C20 a 350/5 speed and I'm very happy with its drivability, that is what I'm looking for in the 58. So, here's the deal, I want a daily driver out of it, maybe burn a little rubber here and there but that's it. I like the way "327" sounds when I say it, reminds me of being a kid working on my dad's 62 vet. The 327 that is for sale was the 250hp one, but he's done a few upgrades and thinks it's closer to 300. He is swapping in a 327/4 spd with 340hp, he's an older(than me) gentleman, says the 68 motor and trans are newly rebuilt, but then he found a 62 327 (he has a 62 impala) so it's being rebuilt now. He seemed like a nice older guy, said I could test drive it in his impala etc. Is a mild 327 going to be a disappointment compared to a standard 350 crate motor?