I was only a teenager, but I assume there had been lots of businesses throughout the course of history that took more than 5 years to be profitable.

The evidence is that investors were buying shares in it valuing it in the billions. Obviously, this is 1999 and approach peak bubble, but investing into a business for multiple years and waiting to earn a profit was not an alien idea.

I especially doubt it was alien to a mega successful celebrity and therefore I would bet Jay Leno is 100% lying about “not understanding” in this quote, and it is purely a setup for Bezos to respond so he can promote his business.

> “Here’s the thing I don’t understand, the company is worth billions and every time I pick up the paper each year it loses more money than it lost the year before,” says the seasoned talk show presenter, with the audience erupting into laughter off screen.