Ollie on Work

Ollie on Work explores how ambitious leaders navigate major transitions and build what comes next as the rules of work change. Through research, conversation, and practical application, we help leaders avoid the Career Expiration Trap by focusing on the skills and systems that drive momentum regardless of what shifts - whether that's redesigning how teams collaborate across generations, implementing AI strategy, or creating forward motion through any transition. What we offer: → Keynotes and workshops on leading as the rules of work change, multigenerational teams, and AI strategy → Weekly newsletter with practical insights on leadership and the future of work → Podcast featuring 250+ conversations with business and thought leaders like Daniel Pink, Lynda Gratton, and Rory Sutherland → Strategic advisory for leaders navigating career and organisational change Ollie Henderson is the author of career and entrepreneurship bestseller Work/Life Flywheel (Business Book Awards 2024 Finalist). Core themes: Leading through change • AI strategy • Cross-generational collaboration • Building momentum • Future of work Speaking topics: → Multigenerational workforce dynamics → HR and the future of work → Leading as the rules of work change → Collaboration and innovation → Building high-performance teams For: Founders, Leaders, HR professionals, executives navigating change, and organisations building future-ready teams.