Before venture debt became a familiar line on a startup’s balance sheet, Jim Labe was helping build the business of it. His career runs from equipment leases to public markets, with one question following him: how much time can borrowed money buy?

Rob Pomeroy built a career lending to companies whose futures were still taking shape. From Horizon’s first commitments to his final board departure, his story turns on a practical question: what can a company accomplish before the money runs out?

After decades investing in small companies, Mike Balkin moved into the CEO seat at Horizon Technology Finance. His next act puts a growth investor’s instincts to work in a business where the money must come back.
Before Scott Bluestein became CEO of Hercules Capital, he was responsible for its credit. His career follows a question every ambitious company eventually faces: how much is the next chapter worth borrowing for?

A banking job in Buenos Aires was supposed to be a detour. It became the beginning of a career spent building investment firms - and asking how much freedom money should buy.

For more than two decades, Sajal Srivastava has worked at the junction of startup ambition and repayment schedules. As the TriplePoint Capital co-founder prepares to leave at the end of 2026, his career offers a close look at the machinery behind venture lending.
At Western Technology Investment, David Wanek helps finance young companies. At Cimento, he grows a wine business on volcanic cobblestones. Both pursuits ask what capital can do when it gives talent time.
Before he lends a founder money, Alkarim Jivraj wants to know what the business can carry. The Espresso Capital CEO has spent a career working through the complicated relationship between growth, ownership and time.