@atripp said in Still cannot push Windows Docker image to ProGet: install an intermediate tool, like Fiddler or Wireshark, to capture traffic from your workstation. Maybe the raw traffic will give you a better clue. Hey. No errors that seem relevant in the Diagnostic Center. I'll try to set up Fiddler and see if I can go from there.

Hello; That "error" message is to be expected; that's what ProGet returns when you visit to /v2 with a web browser. But the error sounds like a sort of SSL/certificate configuration problem. After searching for "tls: no renegotiation", here is an article I found about that might help: https://www.digicert.com/news/2011-06-03-ssl-renego/