 <p>Maven's first request is indeed anonymous, this is a common practice done for security reasons - not disclosing your credentials to the server if not needed to.<p> At this point Artifactory identifies that this is an anonymous request and that there are insufficient permissions and therefor returns a 401 status.<p> When receiving the 401, Maven should respond to the challenge and resend the request with the proper credentials. This is the step that I assume is not working properly.<br> Running Maven with a debug information might reveal more details.</p>