I'm looking to update our public servers to automatically acquire certificates. I've successfully set up Certbot on our Linux servers, but I'm unsure how to proceed with Windows servers since Certbot no longer supports them. Can anyone share their recommendations or alternatives?
5 Answers
Another idea is to run Certbot through the Windows Subsystem for Linux (WSL). It gives you the chance to use all the features of Certbot without worrying about Windows limitations.
Win-acme has been solid in my tests. I've had good experiences with it—easy installation and free to use! Another alternative is Posh-acme, especially if you prefer PowerShell.
You should definitely check out Win-acme. It's a great tool for handling automatic certs on Windows. If you're looking for a GUI option, Certify the Web is also decent, though it does come with a price tag if you have many servers.
If you’re open to alternatives, you could try Simple-ACME. It's meant to replace Win-acme since that's being deprecated, and it's quite straightforward.
I really like Certify the Web as well, but I have to say, their pricing went up quite a bit! They used to have a decent plan for 100 servers, but now it's super pricey. Still, the automation features are really useful if you can manage to stick to their lower tier.

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