Probably not needed. Lot's of powerful Y-blocks at the nationals with no fancy bellhousings and of all the failures there have been, a bellhousing is not one I know about.
The Y is from a time when things were still pretty over built. The bellhousings are iron and pretty stout. My '88 Firebird on the other hand has an aluminum bellhousing that seems paper thin by comparison. So were it for my Firebird, I'd be concerned but for a Y, not really.
The bellhousing they sell is a Quick Time. There have been issues with those, one of those products where they seem to have just got dimensions to manufacture it but didn't actually try it. I'm pretty sure there is a topic about it and I don't recall exactly what the issues are.
The only reason you should need the quick time bellhousing is if you will be racing at a level where a blow-proof bellhousing is required. In a similar regard, if you plan to abuse it often, it might be a good idea for that extra insurance, so that you can keep your legs.
I wouldn't expect this to cause much of a problem with your crossmember as the input shaft dictates a certain dimension between the crank and transmission flange, regardless of the bellhousing used. If it is different, it will be by a small, easily correctable amount.
The Super Duty T5 they sell appears to be the standard aftermarket T-5z, that tends to be rated anywhere from 300-330 ftlbs. If they offer a 450ftlbs T5, then it probably is a G-Force or Astro upgrade. Check with them all.
Lawrenceville, GA