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Let's Encrypt is 10 years old today !
(letsencrypt.org)
This is a most excellent place for technology news and articles.
I always had to fill out multiple pages of forms to get those free 1 year "trial" certs from startssl.
Oh man, I forgot about startssl until just now. I definitely had a few of those certs. If you wanted something fancy like a wildcard cert back then, you were paying $$$
Wildcard certs are perfectly fine. Your own instance lemm.ee is using one right now.
Obviously there could be issues if subdomains are shared with other sites, but if the whole domain is owned by 1 person, what does it matter?
Having a certificate for any subdomain has implications for other sibling domains, even without a wildcard certificate.
By default, web browsers are a lot less strict about Same Origin Policy for sibling domains, which enables a lot of web-based attacks (like CSRF and cookie stealing) if your able to hijack any subdomain