Minidump sent. However here's an update and I don't think it's the firewall now:
1) Disabled Avast Firewall.
2) Opened up License Manager.
3) Nothing listed under computers.
4) License Server started.
5) Open Max.
6) Open up iToo Software rollout and hit Forest Pack.
7) License Manager shows my local IP under computers now.
Max hangs indefinitely.
9) IP address in License Manager disappears after a while.
1) Disabled Avast (all shields) until restart.
2) Opened Max.
3) Itoo Rollout and create.
4) Works fine.
5) Repeated these steps and it still works.
Not sure what the problem is with Avast, but I just spent $60 in order to get the latest version of this hoping that it would fix these issues and a decent chunk of time troubleshooting.