Networking puzzle Mac -> Windows

[chudak]

It kills me maybe some smart people here can help with clues.

I have several machines on my network, OpenVPN, Windows VM, Ubuntu, Mac.

Scenario:

• connect to external WiFi
• VPN to my network
• ping machines

If I do it with iPhone everything works fine.  Only from my Mac I can't ping/connect to my Windows VM (all other machines ping-able)

Any clues appreciated !