I've been at Kmart as a pharmacist for just about a year now, so hopefully I can offer some insight.
Personally, I think Kmart will be dead and gone within a couple years (or at least the store that I currently work at will be closed down) but anything could happen at this point. While I do think of job security from time to time, I'm not super worried about it since I'm sure there will be plenty of other opportunities for me out there regardless of what happens to Sears Holdings.
As for the future of Kmart Pharmacy, it actually does appear that corporate wants to emphasize it more compared to the rest of the store. On a conference call a couple months back, our DM told us the line of thinking at corporate was "Kmart is to pharmacy as Sears is to appliances." That could be a load of BS though, as I've heard that some of the "new" Kmart stores (which have been converted back from Sears stores) have had their pharmacies removed. The pharmacy is also rolling out a huge Pet Med program (starting today actually) which could bring in a lot of new business potentially if it works as well as they think it might.
If you have any other questions, just send me a PM. There are definitely issues with Kmart pharmacy that I have, but I want to keep things relatively positive here since I think it would be pretty easy for someone at SHC HQ to narrow down who I might really be