When recently doing some testing of a SME Server VM using my wireless network I was getting a variety of different connection failures. 

Accessing the server manager in Safari was giving messages containing text like: Safari can’t open the page…. Safari can’t establish a secure connection to the server.  Occasionaly connections would work but 9 times out of ten the connection error was occuring. 

In addition to the https related issues, ssh connections were being reset. A ssh connection attempt with full debug (-vvv) can be seen below.

ssh -vvv *****
OpenSSH_5.1p1, OpenSSL 0.9.7l 28 Sep 2006
debug1: Reading configuration data ****
debug2: ssh_connect: needpriv 0
debug1: Connecting to ****
debug1: Connection established.
debug1: identity file ****
ssh_exchange_identification: read: Connection reset by peer

Strangely google wasn't much help with my issue.  It was only after reinstalling a new VM using NAT that I saw things working.  From what I can see it must be the combination of the services running on SME Server, WiFi and Bridged networking.  

So if you have a Apple laptop, wireless, and SMEServer running in a VMWare virtual machine, use NAT for your test server and things will work much much better for you.