As part of a major CRM upgrade we upgraded from Windows 2008R2 and SQL Server 2008R2 to Windows 2012R2 and SQL Server 2016 (woo-hoo!). Our CRM product is a little complex (see my working environment for some details), and it’s large (over 1TB for the main database), and we needed to perform the upgrade in all of our non-prod environments (4 total for this one). Since it’s a critical revenue-generating system, our production upgrade would need to be as fast as possible. Due to the size of the data and the amount of systems and integrations, we were already expecting to have a multi-day outage for the upgrade and full post-upgrade testing. Continue reading