Recently when my wildcart certificate came up for renewal, I renewed it one last time just so I’d have a fallback, but then worked on switching over my various domains to use Let’s Encrypt.
Frankly, I renewed the wildcard cert because I anticipated I might run into issues or headaches trying to get Let’s Encrypt to work, but the reality was just the opposite. Getting Let’s Encrypt installed and the certs all updated was probably the smoothest experience I’ve had with updating certs.
Now the server updates the various certs without my intervention, and I just check in occasionally to make sure everything’s running correctly. I couldn’t be happier with the outcome.