Harvey's CEO Shares Key Strategies for Scaling His $5 Billion Legal AI Startup

October 6, 2025 - 10:49

Winston Weinberg, the CEO of Harvey, has revealed two critical habits that are propelling the growth of his $5 billion legal AI startup. In a recent discussion, Weinberg emphasized the importance of conducting regular calendar audits and implementing a hands-on approach to hiring.

Calendar audits allow the team to assess how time is being allocated across various projects and tasks, ensuring that resources are used efficiently. This practice not only helps in identifying bottlenecks but also fosters a culture of accountability within the organization.

On the hiring front, Weinberg believes that a personal touch is essential. By being directly involved in the recruitment process, he ensures that new hires align with the company’s vision and values. This approach not only strengthens the team but also enhances the overall workplace culture, ultimately contributing to the startup's rapid growth and success in the competitive legal tech industry.