For the record, "startup" is a bad word in the enterprise space as well. They think "Why would I trust my 10K-100K users and related infrastructure to 'two guys in a garage'?". By which they mean that they need reliability and they need support resources that they'll rarely use, but which must be available if and when they do use them.

When $EMPLOYER migrated to an ActiveDirectory domain, there was 15-20 years of history in a couple of different systems, so teams from HP, Red Hat, Microsoft, Oracle, Sun flew to IT headquarters and stayed there for around six weeks cobbling together a solution that bonded AD to the pre-existing systems.