Windows Server Replacement Folder redirection policy won't apply

Good morning! We are hoping someone in the community can guide us in the right direction. We have scoured the internet looking for a solution and nothing we have tried works.

We have a windows server that we set up a very basic folder redirection policy on. We added a user to the OU associated with it, and it worked flawlessly. The user’s account mapped the folders to the correct location and was able to save data.

We then wanted to use a different folder, so we created a second policy identical to the first, but pointing to a different root folder. We applied the group policy to the server, then moved the user from the original OU to the new OU.

The original redirection policy disassociated, but the new one will not apply. We simply get an error message in gpresult that states “Cannot complete this function”.

We have duplicated this in a live environment and a lab environment, so it seems clear that it is something that we are doing wrong or not understanding about how this is supposed to work.

Has anyone run into this\have any guidance for us? Is our expectation of how this should work unrealistic? Our expectation is that the old policy will be removed and the new policy with the new folder would then apply. 

Thanks very much.