Many folks switched to Lets Encrypt ages ago. Certificates are way easier to acquire now than they were in "Frontpage' days. I remember paying 100's of dollars and sending a fax for "verification."
Do they offer any long term commitment for the API though. I remembered that they were blocking old cert manager clients that were hammering their server. You can't automate that (as it could be unsafe, like Solarwinds) and they didn't give one year window to do it manually either.
You do have a point. I still feel that upgrading your client is less work than manual cert renewals.