In this episode, Yousuf Khan, a seasoned CIO and CISO turned venture capitalist, shares insights on the critical role of communication in leadership, the nuances between CIO and CISO responsibilities, and the importance of investing in B2B software. He discusses the challenges faced in the tech landscape, particularly regarding privacy and security, and emphasizes the need for a proactive approach in managing these issues. Yousuf also reflects on his transition from practitioner to investor, highlighting the significance of understanding the product and team behind startups. Chapters 00:00 Introduction to Yousuf Khan and His Background 05:53 The Evolving Role of CIO and CISO 10:49 Differentiating Responsibilities: CIO vs CISO 16:19 Transitioning to Venture Capital: A New Chapter 20:02 Investment Strategies in B2B Software 25:51 The Importance of Due Diligence in Venture Capital 29:53 Current Challenges for CIOs and CISOs 35:56 The Ongoing Fight for Privacy and Security 41:31 Contact and Goodbyes 42:50 Perspectives 48:26 Investment Philosophy: Believing in the Product 48:29 Outro
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