Gregory's Server
Around 2002, Bluewater Schoolboard was seeking a CTO. I was working on education things with Industry Canada and, with the formal backing of the National Research Council I pitched FOSS. On licence fees alone they could build a new school, and staff it, EVERY YEAR.
Then, working with OTHER boards, here and abroad, together we build core components that do the job without needing Disney branding!
Sadly, they outsourced CTO selection to a Microsoft partner.