Does the RX1 window affect the join process? For some reason I thought that Join settings were treated separately. Regardless, I tried upping the rx1delay on my Microchip mote to 2s and 3s and neither helped, so I don't think that's it.
I see the basic_pkt_fwd reply:
INFO: [up] PUSH_ACK received in 13 ms
INFO: [down] PULL_RESP received 
INFO: [down] a packet will be sent on timestamp value 3776360388
So I know it should be sending the join, and I don't see the lgw_send() failed errors that I was seeing before so I assume that the issues lies somewhere between the actual transmission and the reception of the transmission on the mote.
Thanks for the help.
-R