Can't RDP into VLAN2

[SirHash]

I have OpenVPN running on pfsense.
I would like to be able to connect to the VPN and RDP into a Windows 7 pc on VLAN2 (different subnet).

As it sits, I can connect via RDP occasionally. I can usually connect after rebooting the Windows pc.
I can Telnet into port 3389 from the VPN.
I can RDP into the Windows PC from other computers on VLAN2.

However, when I try to connect to the Windows PC via RDP over the VPN, usually it just tries to connect for a few minutes then times out.

Occasionally, I can connect to the Windows PC without any trouble & stay connected all day. Then the next time I try to connect…nothing... Just tries to connect for a few minutes and times out.

Nothing in pfSense firewall logs blocking the connection, and nothing in Windows Event Viewer about rejecting the connection. I have double checked all of the Windows power & firewall settings.

This problem did not exist until the Windows PC was moved to VLAN2.

Anyone have an idea of what I need to do to solve this intermittent issue?