Hello Shane Here are a few suggestions:
- Group policy /registry has a higher priority than the UI settings, so please check in your server 2019 if there is any group policy settings / registry. In your condition, you can try to deploy a redirection in GP , so that ensure it will cover all lower settings.
- When you use rdp advance settings to direct to a terminal server , there may be some devices have strange behaviour(they will direct to different COM port). So you may try if other COM port is fine.
- Confirm if there is any error / warning in your eventlog(application, system) I hope this helps! Please let me know if you need any further assistance.
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