I use LetsEncrypt on a (personal) site or two and on a couple for work. We've got customers that mostly run Windows, however, and it's a helluva lot easier to,

I use LetsEncrypt on a (personal) site or two and on a couple for work. We've got customers that mostly run Windows, however, and it's a helluva lot easier to, for example, just get a three-year certificate from <vendor>, install it, and then forget about it for the next three years. Fortunately, I don't (usually) have to deal with the Windows boxes (i.e. actually installing and/or configuring the certificates) but I'm often the one acquiring the certificates.