I work for a large Theme park operator and I have 250 SQL Servers in the estate. I am the only DBA.

We still have a couple of legacy 2000 boxes, many many 2005, many 2008 many 2008 R2, some 2012 and zero 2014.

I'm a great believer in "If it ain't broke, don't fix it" and so if a system is running acceptably for it's purpose, I'll leave it alone.

New systems are going in on 2012 and I'll get a pilot 2014 in test at some point after SP1.

Upgrading is done only when there is a pressing reason to do so. We are adding a new attraction in London soon so the servers that service the existing properties are being consolidated onto a new box bought for the new attraction.

The licensing model now in play doesn't make economic sense for us to upgrade our 2005 servers.