I recall a podcast interview Ryan Hoover gave some time ago, where he said (if I'm recalling this correctly) that he wouldn't consider offers to sell under $100M, and his goal was 1B or greater.

At the time it sounded perfectly reasonable, though he since took the company in a direction that lead to today. The writing on the wall has been evident since at least a year ago.

>ProductHunt had no hope of ever becoming an actual business with realized monetization, ...

While I largely agree there, I think that Product Hunt could have made itself an otherwise incredibly valuable acquisition target. Had Product Hunt chosen a different path around late 2014, it's very possible it could have met or exceeded that 1B figure.

If I had to give a postmortem, I'd say the primary cause of death was an over-emphasis on the site's existing pattern of serendipitous discovery, compounded by community mismanagement, and attempts to monetize via turning PH into a store and/or referral engine.

The community mismanagement aspect in particular was unfortunate, since Ryan was one of the most voracious and effective community builders I've ever seen. Some of the bad press PH received was perhaps unfair and overblown. The original intent of ruthless product curation seems to have went somewhat awry—resulting in a self-promoting insider network of sorts. Unlike the bad press though, I don't think that it was the result of malicious intent.

Of course, armchair analysis in hindsight is easy. None of us were actually on the ground in his shoes, so there's probably a lot we don't know. At the end of the day, a 20M exit isn't the worst thing in the world.