I spent over four years as an engineer at the Wikimedia Foundation, which trained me to expect the double-take most people do when they hear the name for the first time. They either think they misheard you, or worse: they think you represent a knock-off entity that is trading on a misleading brand similarity, and they squint at you with suspicion. It's as if you told them you work at "AmaZone". So you can immediately forget about any bragging rights. The conversation has barely started and you are already at a trust deficit.

It's almost worse when the other party has heard of Wikimedia, because then your (by-now rehearsed) introduction comes across as wooden and weirdly defensive.

And if you think all that is bad... the annual conference for the Wikimedia community is called Wikimania. Try explaining that to passport control.