After a few more hours of trying and digging, I'm happy to report that I was able to fix the issue (at least it appears that way). Here is how:
From: https://www.hp.com/us-en/shop/tech-takes/how-to-resolve-dns-issues
7. Change to public Google DNS servers
Google’s servers are often more reliable and can be used without going through your ISP. You can change your DNS servers to Google’s by changing your Internet Protocol Version 4 (TCP/IPv4) properties:
- Click on the internet icon in your task tray to bring up your available networks. Click on Network and Internet Setting link.
- Click Change Connection Properties or Change Adapter Settings.
- In the new window, right-click on the connection you are using. Select Properties.
- Choose Internet Protocol Version 4 (TCP/IPv4) from the list, and click the Properties button.
- Choose Use the following DNS server address option.
- Type 8.8.8.8 into the Preferred DNS server fields.
- Type 8.8.4.4 into the Alternate DNS Server fields.
- Click OK to save and exit the TCP/IPv4 window. Click OK to save again to exit the Properties window.
Once everything was connected the ipconfig /registerdns command ran successfully. I was able to switch back to automated DNS addresses without losing connectivity.