I found out that a married sim cannot marry a different sim if they don't break off the relationship first, even if the sim they are married to has "died" (moved out automatically by amount of interactions as an Elder). I ended up making a new account on my ipad mini without connecting to game center to get my elder playable sim moved out on my main account, into my new account, freeing my sim playable character spaces back to the 4 slots I had payed for. I have not seen any other retirement problems since then and I was able to retire and delay retirement of my other 3 sims several times before getting my elder playable sim to move-out to my second account. I believe the problems comes from the way data is stored on icloud. I highly suggest not playing across several devices to avoid these types of issues until they are fixed.