Shawn N. Olds

Shawn is a business leader and advisor with deep experience leveraging technology to start, run, fix, and rapidly evolve and enable established businesses as well as startups. With a focus on AI over the past decade, Shawn excels in developing, deploying, and commercializing technology solutions as well as helping companies develop business strategies to use the most appropriate technology to solve their specific needs. His leadership experience spans private enterprise, government service, and higher education. Shawn is the Co-Founder and Founding CEO of boodleAI, an artificial intelligence platform that launched both a traditional AI platform as well as a Generative AI tool. As a venture-capital-backed company, boodleAI has successfully raised over $9 million, evolving from pre-product stage to the commercialization of both its AI platforms. Shawn's international expertise includes leadership roles deploying technology in 14 countries, with significant time living in the Middle East and Africa. He has held executive, board (Independent Director), advisor, and angel investor positions in multiple organizations. In 2024 he was inducted into the American Society for Artificial Intelligence. Today, Shawn works with CEOs, their leadership teams and Boards to harness AI, not just as tech, but as a force multiplier for smart, human-centered execution that drives their business strategy. In addition to his business endeavors, Shawn has served on 8 nonprofit boards over three decades focused on education and veterans service organizations. In 2025 he was elected to the Zero Prostate Cancer Board of Directors, serving as the Board’s principal advisor for leveraging technology and AI for mission success. Shawn began his leadership career as a military officer in the United States Army. Shawn holds a Computer Science degree from West Point, an MBA from The Kellogg School of Management, and a JD from The Northwestern Pritzker School of Law.