Memberships keep randomly expiring

I am using the Protected Content plugin at your suggestion to protect sections of my new HOA website. However, the few people I have added to the site are now receiving emails such as this

"Your HOA Board membership at Valley View Community has ended on .

You can renew your membership here: account page"

They renew, then within a couple days receive another message saying the same thing.

How do I fix this as I was planning to launch the site tomorrow?