Something is really wrong in this market when even a "successful" company like Squarespace deson't manage to be a profitable business.
So from that perspective, was this ever a successful company or just a grand party thrown by the investors? Isn't this just "how it works" ?
The vast majority of investors in the railroads lost their money; lots of people lost money running fiber around the world, iridium went bankrupt and lots of people use those phones, etc.
Look at YCombinator's top/most darling startups. Hardly any of them are profitable or sustainably profitable
Never to actually create a proper business...
Gambling on exponential growth and then having the growth fall short (say, because people moved their personal web sites to facebook instead of squarespace) is a risk in any time you go big or go home. Sometimes (often!) you ... go home.