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by solatic 1670 days ago
It seems to me like you're letting personal bias get in the way.

> Juicero

Huge margin, going for rich, health conscious consumers - great investment on paper. Shitty due diligence by investors who thought they could grade the investment by the numbers and not by the actual hardware, juice bags, etc.

> Peloton

Taking a commoditized product and differentiating with a premium offering offering high margins is literally a phenomenal investment, if you can find a market for the premium offering and can build a moat. Pharmaceutical companies do this all the time with drugs that are about to lose patent protection, put in a little tweak, get the patent moat back, market the hell out of it to get doctors to prescribe it instead of the suddenly cheap generic version.

> WeWork

You literally described a way to buy low and sell high, taking advantage of latent inefficiency in the market due to misaligned incentives on the part of real estate owners vs. short-term tenants. Basically run hotels but for entrepreneurs instead of tourists. Sounds like a pretty phenomenal investment to me! Too bad the CEO was unstable and let valuations run out of control.

> Social media

Facebook specifically actually was a pretty stupid investment. FB didn't just have a ton of users who hated ads, it had a CEO who foreswore ever deploying advertising, whose board structure kept him from ever getting fired. Pretty sure early FB investors are thankful that some business sense was knocked into Zuck before they went bankrupt.

Twitter, on the other hand, was a far better investment. If you can get strangers to talk to each other, you can get people to talk to brands. Of course that's valuable.