For my part, I had to write around a thousand lines of script and alter various existing code in order to switch from manual ssl (whenever the client paid for it) to automatic ssl (everywhere), because there was no way I was going to manually buy hundreds of certificates a year when I took over this role. Nowadays we're 100% ssl but it was harder for an existing person already accustomed to the existing system than doing nothing. I'm just too lazy to check a site every week and renew many certificates manually and copy around stupid files and generally go crazy. Plus, if it's automated, I think there's less chance of the keys being copied. So in my mind it was worth the effort, but it was surely effort.