Single Server (Replica) Availability Group
First time caller, long time listener. 


Ha! Love it! Welcome :)


  I've tested this situation on a few test servers and its working as expected.


You are correct, it should work without many if any issues. Since clustering will now be part of the scenario you don't get a free single node lunch... you're still beholden to any cluster or AG level issues that may arise (I'm not saying they will, just that it's now in the issues list).


  My question is has anyone tried this and had any issues?


I have, in fact, tried this. It does work, the 2-months part does give me a little bit of uneasiness... but assuming the configuration doesn't drift, you should be alright.

You can also pre-stage a listener by creating a DNS entry with the same name so connection strings don't change, use a network appliance or hardware load balancer, etc. The largest issue is enabling the Always On manager and the service restart required for it, in my opinion. All else (except the listener unless you do the DNS/HLB thing) should or can be transparent.


  Would anyone recommend against this solution.


I only have the reservations of getting used to the single server performance characteristics and then adding in a synchronous replica or such afterwards. Since the single node AG won't have sync_commit waits and such, you really won't be in for much of a shock... though this could change once the other node is added. Just something to think about.