In my ideal system, you wouldn't be swapping - you would move to the back of the list after selling and the buyer would forfeit their current spot on the list.It doesn't seem to be prohibited by our guidelines but I'm looking for any examples of how this could work or not work.Thoughts?

If they are forfeiting their responsibilities for snow they should also forfeit lawn mowing and you can ONLY increase the rent by the specified discount in the lease. 

If they fail, they forfeit the Holding Deposit and the rental goes back on the market.

So, if the tenant does not take occupancy, they would forfeit the deposit (as long as your application states this) and then you can re-rent.

I purchased a parcel through the SOS tax forfeited land website, otc, and received a land patent from the state.

I've heard at least one attorney claim that, as the new owner, you can send the lender the monthly payment (or arrears, as the case may be) with a note that says something to the effect that by cashing this check you agree to forfeit your rights under the due-on-sale clause.

@Lance Lvovsky contract says buyer forfeits earnest money.Realtor is telling me that the title company would not release funds unless both parties sign.

So I'm thinking about just creating an addenum saying they are moving out, forfeiting deposit, etc .. is there anything else I should be worried about it ?

Any renovations would be forfeited.

They are taking the risk, because if the deal doesn't close, they forfeit the capital.