Hello @Scott Eger
First of all I would recommend a holistic approach on Machine 1, resetting the connections and flush DNS:
Type netsh winsock reset and press Enter.
Type netsh int ip reset and press Enter.
Type ipconfig /release and press Enter.
Type ipconfig /renew and press Enter.
Type ipconfig /flushdns and press Enter.
Then connect to VPN and Type ipconfig /registerdns and press Enter.
On the other hand you should contact the VPN or Networking team of your company to see if they have any more information.
Also you can check what policies are applying to both computers and users, since could be some GPO that could enforce some restriction or cause bottleneck. You can achieve this by running GPRESULT /H OUTPUT.HTML ,where output.html will contain all the policies applied to this computer and user.
Hope this helps with your query,
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