There are very few people like Stephen Brobst, a legendary tech CTO and "certified data geek," Stephen shares his incredible journey, from his early days in computational physics and building real-time trading systems on Wall Street to becoming the CTO for Teradata and now Ab Initio Software. Stephen provides a masterclass on the evolution of data architecture, tracing the macro trends from early decision support systems to "active data warehousing" and the rise of AI/ML (formerly known as data mining). He dives deep into why metadata-driven architecture is critical for the future and how AI, large language models, and real-time sensor technology will fundamentally reshape industries and eliminate the dashboard as we know it. We also chat about something way cooler, as Stephen discusses his three passions: travel, music, and teaching. He reveals his personal rule of never staying in the same city for more than five consecutive days since 1993 and how he manages a life of constant motion. From his early days DJing punk rock and seeing the Sex Pistols' last concert to his minimalist travel philosophy and ever-growing bucket list, Stephen offers a unique perspective on living a life rich with experience over material possessions. Finally, he offers invaluable advice for the next generation on navigating careers in an AI-driven world and living life to the fullest.