Certificate for Exchange 2007 on SBS 2008

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Hi All,

I'm going to be migrating emails from Exchange 2007 (SBS 2008) to M365. The certificate is expired and needs to be replaced. Going to need a SAN SSL Certificate installed on the exchange server so we can migrate to M365. Not worried about having to renew the certificate after a months use.

I've read guides using win-acme, but the requirements would mean updating .net etc. and I'm not sure this server would cope with that.

What's the best and safest way to apply a LetsEncrypt SAN cert on Exchange 2007 (SBS 2008)?

LB

2

I have no clue what the best and/or safest way is for Windows systems, but there are other Windows based ACME clients out there:

certbot is nowadays also available on Windows, a CLI only Python application.

Also, because it's just once and thus don't require any automation, you might even consider a webbased client such as Get HTTPS for free!.

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