In so doing wasted about £200 in the process. If you ignore the requirements and purchase a wildcard certificate, you will end up having to purchase a SAN certificate in the end to get your services working. The justification for using a wildcard is to save money. These are not supported for non web traffic whether you use Skype for Business or not, these are not intended for Unified Communications across all vendors. The temptation is to try and save money on certificates, the most common error I see is people trying to use wildcard certificates.
Before we start delving into the details, it is important to understand from the outset that Skype for Business has very strict certificate requirements and should you attempt to deviate from the supported model, then you will find that certain modalities will not work at all.
In this post we will discover what is and is not supported, what certificates we need for each server and their requirements. I wanted to address this topic because it appears to be cropping up on TechNet regularly.