I do not know this startup. But I suspect your spot on... this feels like the kernel of a good idea, a way to filter out the wrong kind of application (not necessarily too old) and it's being interpreted (or misinterpreted). I honestly hope the best for this startup and hope some woman or man qualified to help them gets an interview... I suspect, for top candidates, the language will be awkward (but maybe top candidates... not guys like me... see through that).

I think it's a clever in-joke that didn't quite come off right. Which is a pity, a good VP Engineering would need both experience and a sense of humour.