Because userReport shares a bunch of behaviour with error, including reusing the error log level internally, it won't be uploaded in cased where errors aren't uploaded. This includes .debugVerbose, which is the most common log level to use in debug builds. This means that when developing / testing code involving userReport it won't do anything, and you need to locally hack the log level to make it work.
userReport should be sent to Sentry in ALL log level configs, since the only purpose of it IS to send stuff to Sentry.