Microsoft 365 features that help users manage their subscriptions, account settings, and billing information.
PII caution: Please note that this is a public forum for users. I have removed some private information for your privacy and security.
Hello Tim Osborn,
The expired Personal subscription should not normally prevent you from joining. A few users with the same “Join now” error found that the Family page contained a duplicate or incomplete membership entry.
Ask the subscription owner to open the Microsoft Family dashboard and check whether your account appears twice, such as once as a member and once as pending. If so, they can remove the existing member entry while leaving the pending invitation, then ask you to accept it again. This workaround has helped in similar cases.
If your account does not appear twice, the owner can instead try adding you through the Family Safety app rather than through the Microsoft 365 subscription-sharing page.
Also check your Microsoft account profile and complete any missing name, birth date, country/region, or security information, as an incomplete account profile may prevent the membership from being processed.