Brian Kesselman, co-founder and CRO of Skematic, shares his journey from lawyer to tech entrepreneur in compliance management. He discusses the rapid growth of Skematic within two years, focusing on solving core problems for legal and compliance professionals. Brian emphasizes the importance of proactive sales strategies, customer feedback, and independence in startup culture. He contrasts working in private equity with a family office model, and highlights the successful acquisition of Skematic, reflecting on the pivotal decisions that led to their remarkable success.