Hello @atripp Thanks for sharing the code segment. I believe that the issue could be somewhere else and not related to Proget at this point. I attempted to push to Amazon ECR using the same nerdcrl and found that I'm able to push it just fine. This leads me to believe the problem is not with nerdctl or docker cli for that matter. I came across this thread which I feel does not serve as a proper documentation (but relatable though). Bottomline, I wouldn't want to break anything that is working fine. I'm going to deploy Proget on AWS Lightsail and compare with what's going on the k8s deployment. Btw, I upgraded my Proget to 22.0.26 and the result was the same.

Kindly consider this closed. I deleted my nginx ingress controller completely and redeployed it from scratch (including the ingress) and voila! I was able to push and pull images again. I suspect my ingress controller might have got wonky, but its logs didn't show anything out of the norm.