I’ve been playing around with letsencrypt and https://github.com/Lone-Coder/letsencrypt-win-simple and finally got everything working with renewals when it hit me. I forgot about the clearing of undefined bindings!
The problem is that I can’t enter a thumbprint for the certificate if it will change in a couple of months, when it is automatically renewed.
Letsencrypt is only going to get more popular so I hope you guys have plan for this scenario?
Hi there,
Thanks for reaching out. I went ahead and created a uservoice sugestion for it to see how many users would be benefited by us supporting this: https://octopusdeploy.uservoice.com/forums/170787-general/suggestions/15045072-support-letsncrypt-for-octopus-certificates
Please drop by and add some votes to it 
Cheers,
Dalmiro
Not sure how you mean support for renewed thumbprints would work?
I can see other scenarios where you have bindings changing over time dependent on other systems, that could never be controlled by octopus deploy.
I was more looking for a ‘Don’t touch my existing bindings!’ checkbox.
Anyways, I found the IIS Bindings backup/restore steps and they solved my problem. The version in the library doesn’t work anymore, but the original author has an updated version.