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Is there a better way to get this solved. ? buy a 1 year SSL? I dont care about the site since I use cloudflare. I only care about the emails.

Issue is back after the cert expiring last night. I get the not trusted on all apple devices. And cant event press to get it accpet the renewal.

Happened 3 weeks ago. Next time Ill report back here. Thanks for your help Peter!

Nah thats not it. Im still using the plesk lets encrypt cert. So shouldnt be a problem. And my DNS entry is opened. Not filtered.

Im on a shared IP at OVH.

Im using cloudflare yes...

Im using SSL it yes, SNI mmmmm I dont know... how do I check for this? Im using the lets encrypt certs...

Thats correct! exactly

Same cert expires and I have to delete the account and reinstall it to get to work. If not it just gets stuck with the old expired cert. pop-up comes up to renew and it doesnt change.

Im also getting problems on thunderbird so its not an apple only problem...

Im having problems with the free certs generated by plesk. They are not updating after expiration and my clients iphones not updating with the new cert info. Gets anoying as hell to have to reinstall the mail accounts every 3 months. What do I need to do to fix this issue?