You remind me of when I was younger, my way of making cars go faster was to drop a blown moter into them.
From your list you want to build an all round fun vehicle.

First of all since it will mostly be driven on the street, limit the boost to 6 psi so on a 350 engine that will be 10% underdrive with a 671 blower. From what I have found you can get away with this boost pressure on a stock WELL CONSTRUCTED motor.
Now what I mean by this is sensible parts collection and put together thoughtfully.
Think about it, big heads and big cams are designed to do one thing, and that is to flow air, and they do this through getting the motor to rev higher. Theres another way to get an engine to flow air, force the air in, pump the air in, This is what street supercharging is all about. Blowres especially roots blowers build torque, lots of it, at low to mid range revs where you can really feel that in a light street driven car.
Motor specs, get yourself a good rebuildable 350 core motor with the preferable 010 casting number block, it should preferably have a stock bore, so that you can rebore it out 030, a 2 bolt block is fine it can take up to 600 hp, a reground cast crank with a generous fillet radius for strengh, stock rods with arp bolts and the big end bore machined for roundness, hyperutectic or cast pistons whatever you prefer, moly rings with an extra .002" end gap over stock to allow for extra heat. Heads stock smogger heads with the big combustion chamber and hardened seats with rebuilt valve guides and good valve seals stock spings with the intake springs shimmed to give an extra 10 lb seat pressure, stock cam, lifters rockers pushrods and lifters.
To qualify all this you wont need to rev this motor to make good HP your low to mid torque readings will increase up to 45% so you dont need to have the super expensive lower end parts because you wont need to rev the motor up to 7 or 8 grand.
The main problem you will have with a street supercharged engine is heat, lots of it. So you will need a good cooling system, thick radiator core and shrouds, a temperature guage mounted promenently, where your rev counter will usually be, and for the first few weeks drive around with one eye on that temperature guage.
Have a good free flowing exhaust, Tube headers and a good high voltage ignition to fire the thicker air in the cylindrers undre boost pressure. Run 2 600 crm vac sec Holleys with a stronger secondary diaphagm spring.

So all this should point you in the right direction for a start, oh yeah I was using a stock 671 Jimmy blower with good aftermarket bearings and modifyed end plates, no teflon and no fancy clearances, all clearances stock on the blower.

Good luck and have fun. S