In my honest opinion, the product really doesn't matter when there's money being thrown around. Any of those previous 'bad' ideas he posted if enough money was raised for it, you bet your ass professors and students began demanding it.
I'm just realizing this more and more that most of the shit we read are exactly that bullshit because the contextual experience is missing. It is only reading the comments and realizing that 'wow I'm not alone and maybe im not crazy' building shit and trying to get people to pay you for it can take a long time a good 24 months which is ironically the point at which I'm thinking of calling it quits a while ago.
Unfortunately, segment.io is a vitamin not a painkiller. The problem that it solves is a 'nice to have' imho.
For instance, at first it seemed like a great idea. One single point to send all your analytics to and then plugin bunch of other 3rd party SaaS. Sort of like Zapier.
But unlike Zapier which is a great pain killer for non technical users, segment.io is sort of a vitamin at best at the problem it solves and the target but hey this is just my take on it.