Y Combinator grad and AI insurance brokerage Harper raises $47M

Dakotah Rice is stepping back into the founder’s seat. On Wednesday, he announced that his new company, the AI-native insurance brokerage Harper, has raised $46.8 million in a combined Series A and seed round. Previously, he founded the investment company Poolit, which closed in 2023. He spoke openly to TechCrunch about the collapse of that company, saying he never figured out how to make it profitable. “My ego made it hard to accept the failure,” he told TechCrunch. “In hindsight, I should have shut ...