1. The only way I can get mail to flow inbound from office 365 is to turn off the outbound connector (thus sending mail out as if it were going to some other company). Directly after the hybrid configuration wizard completed it did not work.
2. There is a firewall, the ports (80, 443, 25) are open though. I see the connection from office 365 hit the server, it just quits right away as you see above.
3. The connector we're using sends directly to our exchange hybrid server, nothing in between.
I have re-run HCW multiple times and retested multiple times.