Whats for me ? Towing advice

[Risky]

Hello guys. I need some advice for towing my car to the drag strip. I'm looking into a square body pickup.
Trailer and car is roughly 5300 pounds or so. Car roughly 3400 lbs.

So I have some simple questions....
How much better will a 3/4 tow over a half ton?
What automatic transmission will hold up to towing my car?
Just how much motor (hp/tq) do i need to tow at 60 mph consistency?
Any real advantages of going with a LS motor over a traditional small block? As in like 5.3 vs 350 vs 6.0 etc
Just how effective is the rear gear ratio when towing?
Did all 3/4 ton square bodies come long wheel base?
Only way I would ever consider a long wheel base if it's a 3/4 ton. I'm not a big fan of a lwb 2 wheel drive.

I know big blocks are nice but I'll like to stay with a small block and stay away from diesels.


Thanks for the help guys.