1) Do you have a sample file where you have tried. It should work, so if you have a sample file you have tried and is not working we can take a look at it and see what is wrong. If we find a problem then we can fix it, but as far as I know it really should work.
2) Mulitple updates existed before Spry. Spry validation won't work in a repeat region with or without multiple updates or any other extensions installed. This isn't a bug with multiple updates it is a limitation of spry. We could come out with an update, feature, or new product to make spry work with repeat regions, but it still wouldn't really have anything to do with multiple updates.