Summary   In this episode of the CBC So podcast, host Andy and guests discuss various aspects of information security, including the importance of context in decision-making, market trends, and the value of leadership in security practices. They share personal stories and insights on navigating business challenges, the role of confidence, and the evolution of the CVCISO program. The conversation emphasizes the need for strategic thinking and community engagement in the field of information security.     Takeaways   The VC So market is stronger than ever. Context is crucial for making informed decisions. Confidence plays a significant role in business success. Investing in security during uncertain times is essential. Every click leaves a digital trail; anonymity is hard to achieve. Hurt feelings are temporary, but legal consequences are lasting. The importance of personal connections in business decisions. Redirecting security dollars can save money and reduce risk. Teaching and learning are vital in the CVCISO program. Community engagement enhances the learning experience.