There are two common problems with smart info, both of these are to do with Blocks, not Blockkit:
1. Blocks added to a master page 'forget' the smart info on each page
2. Blocks copy and pasted 'forget' the smart info in the process
Isaiah, the developer of Blocks, explains the problem here:
http://www.realmacsoftware.com/forums/index.php/forums/viewthread/6378/#29196
This is an extremely frustrating bug/feature for us all - I would love to fix it, but short of building my own version of Blocks (something which i have contemplated) Isaiah is the only person who can fix it. Isaiah can be contacted here: http://www.yourhead.com/support/