The Power of Improv, AI-Driven Content, and Buying Back Time for Growth

In this episode of That Worked, host Callan Harrington and comedian/content creator Sullivan Finlay explore how improv can transform leadership, the evolving landscape of AI-driven content creation, and why outsourcing is essential for scaling creative work. Sully shares improv techniques—such as adaptability and active listening—that boost effectiveness both on stage and in the workplace, while Callan emphasizes the growing importance of human-driven insights in an AI-saturated environment. Together, they unpack how AI-generated search results are reshaping content discovery, highlight the practical benefits of delegation to reclaim valuable time, and offer candid observations about the world of LinkedIn thought leadership.  In this episode, you’ll learn:The importance of outsourcing to reclaim time and focus on growth.Why improv training can enhance leadership, negotiation, and adaptability.How content creators can balance control with delegation for better output.How AI-generated search results are reshaping content discovery and online trust.Managing frustration and workflow efficiency in a high-demand creative environment. Follow Sullivan on TikTok and Instagram Follow Callan on LinkedIn Subscribe to the Newsletter