I'm glad that you were able to resolve your issue and thank you for posting your solution so that others experiencing the same thing can easily reference this! Since the Microsoft Q&A community has a policy that "The question author cannot accept their own answer. They can only accept answers by others ", I'll repost your solution in case you'd like to "Accept " the answer.
Issue: When attempting to enable multi-tenancy after deploying Azure Stack Development Kit (ASDK) you added a guest directory, but it was stuck with a status of Update Required.
Solution: You resolved this by running the PowerShell commands here. Configure multi-tenancy in Azure Stack Hub.
If you have any other questions or are still running into more issues, please let me know. Thank you again for your time and patience throughout this issue.
Please remember to "Accept Answer" if any answer/reply helped, so that others in the community facing similar issues can easily find the solution.