Remote Desktop Connection/Firewall/Router problem.

Are you saying both can connect but only one at a time?  If so it is almost certainly your local router.  Most routers have a limit as to how many VPN pass-through connections they will support.  Many are limited to 1.

You might not be able to make two VPN connections through your router at the same time. That would be a limitation of your home router.

The #1 culprit is remote lan and local lan using the same subnet.  i.e.

Local Computer ip address 192.168.0.100

remote computers
192.168.0.50
192.168.0.100

if you try and connect to remote 192.168.0.100 it will fail.

Hi Everyone:
I am only using my router to make one VPN connection at a time.
My goal is to make a remote desktop connection with my pc "A".. I don't want to use my pc "B" because it's not as powerful.

hi David Johnson:
The remote site has a different subnet than my local site.

Take a look at the windows firewall configurations on the two and see if there are any differences.  I would also look at the RDP host and see if any restrictions are on it that would prevent PC A from accessing.

-D-

Hi John:
Thanks for your assistance.
1. Where can I see the windows firewall configuration and
2. Where can I view the RDP host restrictions?

Hi John:
Thanks for your assistance.
1. Where can I see the windows firewall configuration and
2. Where can I view the RDP host restrictions?

I think a session from your problem PC would be the next best step.  Let me know if you would like to do that.

-D-

Hi John:

Tell me where the settings are and what to look for, or test.

Can't do a session because of my employer's restrictions.

Hi John:

Tell me where the settings are and what to look for, or test.

Can't do a session because of my employer's restrictions.

I will reply to your firewall question as you have not had an answer, but I am very doubtful it is the firewall where one PC can connect.
Unless you have 3rd party security software such as Symantic or have added custom rules, the problematic PC should allow all out going connections by default.  Presumably John Gates was therefor referring to the computer to which you were trying to connect.  You can block and/or allow incoming connections by use of the firewall. If you would like to check:  On the problematic machine to whi ch you are trying to connect go to  control panel | Windows Defender firewall |  Advanced Settings | Inbound rules | scroll down to Remote Desktop - User Made (TCP-In) and Remote Desktop - User Made (UDP-In), double click on each to open their properties |  Scope tab | verify next to remote IP addresses "any IP address" is checked.  You should only need the TCP rule but both are enabled by default.

To help with trouble shooting could you connect one PC then the other to the VPN, run from a command line   route print   and post here.  We could compare the routing.

The pc where I was not able to connect to a remote office had a corrupted windows update installed. The other pc had all windows updates correctly applied with no errors.

ALSO, on the troublesome pc, I was not able to tune into some on-line radio sites (WBGO.ORG as an example).
I could get into i heart radio but not WBGO.

Sounds like you may have DNS issues

Yeah Rob.
Would you happen to know which recent Windows 7 update might have messed that up.
It definitely sounds like I have to re-install updates.
In addition to the above problem, Randomly when I shut my pc down, it says "installing updates" . And yet I have no "auto-installer" for updates.

I am afraid I have no Windows 7 machines located at any site I manage to compare. I mention DNS isssues but are users connecting to a domain?