Terrence Cummings is the CEO of Packaging Serendipity, a coaching and consulting practice that helps leaders and organizations recognize and act on the opportunities that luck, timing, and chance so often present. Through his work, Terrence equips executives to sharpen their awareness of opportunity and build systems that turn unexpected moments into lasting strategic advantage.

Before founding Packaging Serendipity, Terrence served as Chief Opportunity Officer at Guild Education, where he helped to design and scale education, coaching and career mobility programs. Over his eight years at Guild, he led teams across client success, strategy, and student services, building partnerships that transformed how leading companies invest in talent.

Earlier in his career, Terrence was a consultant at McKinsey & Company and an executive at multiple startups across technology, healthcare, and education. He began his professional journey as a research associate with Jim Collins, author of Good to Great. Terrence lives in Denver with his wife and son.