I have a virtual chocolatey repository that maps a local and a remote repo (in that order). I've configured my chocolatey sources to have only this virtual repo.
Currently, I have v0.46 choco package of hugo installed. When I do choco upgrade hugo, I get a message saying
hugo v0.46 is newer than the most recent. You must be smarter than the average bear...
If I switch chocolatey sources to point to the remote repo instead, doing choco upgrade hugo installs v0.53 as I would expect.
Also, if I run choco list hugo while pointing to the virtual repo only, I see hugo package has 0.53.
So it seems like there's something weird with the virtual repo.
Running Artifactory 6.5.3.
Has anyone resolved issues like this?
It looks like you are running into the issue reported here: RTFACT-17889.
As you said, working directly against the remote seems to work.