Hey everyone, thanks for all of this feedback.
I was able to replicate this and verify that recent versions of Local are not creating that wildcard SSL certificate. I think that going forward there are two things at play:
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This bug where the wildcard certificate isn’t being created. I’ve gone ahead and created a bug report on Local’s bug tracker – if you could upvote it that would make a case for this bug being worked on sooner: https://localwp.canny.io/bug-reports/p/wildcard-ssl-certificate-not-being-created-for-subdomain-multisite
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A feature request for some sort of functionality to manage the certificates for a multisite within Local.
I’ll be honest and say that I don’t have much experience with WordPress Multisites, especially in a production environment with SSL certificates involved. If any of you with that sort of experience could write something up on the feature requests site, that would be great! Here’s a link to that site:
Thanks for helping to shine a light on this! I hope that helps clarify things and helps get us moving forward with a better experience using Multisites in Local!