However great it is, entrepreneurship is hard. It can mean disappointment. It can mean exhaustion. It can mean frustration. It can mean failure. Starting a business is less smooth sailing and more stormy seas, often with waves of worry even as you tack toward horizons glowing with promise.

“If you’re obsessed about this product that you want to bring to life, this business that you want to create, you’ll get through it,” Feld says. “If you’re not, you won’t.”

He would know. Feld has been open about grappling with depression and dealing with the difficulties of a demanding job, yet he’s worked obsessively over dozens of years to get to where he is today.

In 1987, he built a profitable software consulting company. Six years later, he sold it. He soon began investing money in other startups, a path that would lead him to co-found two venture capital firms, including Foundry Group, where he works today. He also co-founded Techstars, a massive startup accelerator.

Feld has heard pitch after pitch—both successful and not. He has invested in company after company—including Harmonix, Zynga, and Fitbit. Pair those facts with his first-hand experience running a business, and it becomes clear that Feld knows how to get things done.

In this interview you will learn: