Yes.
If you drive a Bronco at 100MPH you will die.
Sorry.
Seriously, if your wanting daily driver reliability, I have learned the "easier cheaper simpler route" is always better. Others differ, but I would avoid a stroker kit for daily driving unless you really want one.
Your basic parts sound good, gt40 heads will bolt right up. Might want to grab the serp from the explorer you pulled the motor. I would also advise going AOD/e as C4's are getting hard to find and harder to reliably rebuild.
I figure once you have the motor apart, why not spend the extra effort to make it go another 150,000? Turn the crank 10 under, check the cyl bore for need to overbore (means new pistons), new bearings, new timing chain set, new oil pump at least.
I advise that 2,000lbs of towing weight is probably well beyond what a Bronco can handle, others may offer other bits of advice.
Lastly, you will most likely end up in a ditch driving a Bronco at 100mph, these things were designed during the "I can't drive 55" era. Keep the speed with your GT. Good luck, welcome aboard, bring your wallet.