P060 - Investing in Technology

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