David Tisch, General Partner at BoxGroup, has a remarkable track record with over 350 early-stage investments, including in companies like Plaid and Roman. He discusses the evolving landscape of angel investing and emphasizes the importance of empathy in the investor-founder dynamic. Tisch shares insights on managing multiple portfolio companies, the significance of reputation, and the benefits of reinvesting in entrepreneurs. He also touches on the rising creator economy, showcasing how technology empowers individuals to pursue entrepreneurial opportunities.