Maybe I could see annoyance about the perceived dependency on Let's Encrypt. If someone is used to setting it for multiple years, then feeling like the transact

Maybe I could see annoyance about the perceived dependency on Let's Encrypt. If someone is used to setting it for multiple years, then feeling like the transaction is complete for a long while, then LE could appear too involved. It's almost like the server needs a permanent attachment to an organization, to keep pinging to ask permission to exist on the web. If everyone goes 100% HTTPS/2, with automated renewal, then one could imagine a possible scenario where Let's Encrypt going out of service would break large chunks of the web. Or gives them too much power to selectively deny renewal and break sites with unattentive admins. I'd be a little hesitant to switch commercial or critical sites to using Let's Encrypt right now. But overall, no, I like automated renewal. I think I'd choose to get a new certificate monthly, instead of 3 months. The provider I was using before with very low prices requires me to go through a manual process through their website. The main feature to me that'll cause me to switch is being able to set it and forget it. With automated monthly renewals, the 90 day expiry is extra buffer in case something goes wrong.