Annie Lamont is a Co-Founder and Managing Partner of Oak HC/FT, a $3.3 billion venture capital firm investing across stages in tech-enable companies in healthcare and financial services.  Annie is a legend in the industry.  Across her 40 years in venture capital, she has been featured on the Forbes Midas List, the Top 100 Venture Capitalist rankings, and received the Healthcare Private Equity Association’s lifetime achievement award. Our conversation covers Annie’s beginnings in venture capital, inflection points in the industry, lessons learned, and spinning out to start her own firm. We then turn to her investment process, evaluating CEOs, competitive environment, and opportunities in healthcare and fintech. We close with her perspective on women in the industry and her unique experience as the First Lady of the State of Connecticut.