Is it time to hand over cybersecurity to machines amidst the exponential rise in cyber threats and breaches? We trace the evolution of cybersecurity from minimal measures in 1995 to today's overwhelmed DevSecOps. Travis McPeak, CEO and Co-founder of Resourcely, kicks off our discussion by discussing the historical shifts in the industry. Kevin Tian, CEO and Founder of Doppel, highlights the rise of AI-driven threats and deepfake campaigns. Feross Aboukhadijeh, CEO and Founder of Socket, provides insights into sophisticated attacks like the XZ Utils incident. Andrej Safundzic, CEO and Founder of Lumos, discusses the future of autonomous security systems and their impact on startups. Recorded at a16z's Campfire Sessions, these top security experts share their real challenges and emphasize the need for a new approach.