I've got several web servers servers running Server 2008r2 SP2 Standard with SQL Server 2014. What is the best practice / easiest in-place upgrade path to get to Windows Server 2016?
In testing I'm only able to upgrade from 2008r2 to 2012 and then upgrade again from 2012 to 2016. We've got a decent amount of configuration done on these and quite a few websites running on them. With that in mind having to upgrade twice isn't ideal due to the downtime involved. Is there any way around this? (change license keys or some other solution?)