Venture Capital
In 2011, Sahil Lavingia left his job as the second employee at Pinterest to build Gumroad, which he dreamed would become a billion-dollar company. He raised about $8 million in his first year. But things didn't keep growing. At one point he ended up having to lay off 75% of his staff, including his friends, and strongly considered selling his company. Eventually, he was working completely on his own. Lavingia began to be OK with the fact that Gumroad would never be a billion-dollar company.