Gurley speculates LinkedIn's InMail monetization prevented it from capturing powerful conversations like Twitter DMs did.
“I've wondered over the years if LinkedIn hadn't polluted their InMail and made it monetize and they had done what Twitter did, how much of the most powerful conversations in the world would”
Gurley advises waiting until 10 million users before monetizing advertising-based products to preserve growth.
“If you're in an advertising oriented world, you should not try and monetize until you're north of 10,000,000 users.”