Update: After speaking with Microsoft and Meraki support and getting back to square one, I decided to try changing the primary WAN from 2 (Verizon) to 1 (Comcast). This apparently worked. My connection worked every time, and a user who never had a successful connection worked every time as well. There was/is some loss (and I mean 1-3% every so often on the Verizon circuit), so maybe that's part of the issue. We are going to contact Verizon to see if they can check the circuit/signal. Another note: Make sure your CA policies are in good order. I found that a user was being checked by the wrong CA policy first, and that policy was causing issues. Make sure to exclude AnyConnect from all other policies so that only the appropriate policy applies to enforce MFA.
... View more