The Insurance Growth Lab

In this episode of That Worked, host Callan Harrington and comedian/content creator Sullivan Finlay dive into the rapidly evolving role of AI in entertainment, content creation, and brand collaborations. They explore the ethical dilemmas of AI-generated personas, the impact of deep research tools on competitive analysis, and how AI is reshaping creative industries. Sullivan shares his perspective on balancing creative integrity with AI-driven scalability, the challenges of licensing digital likenesses, and why in-person entertainment might become even more valuable in an AI-saturated world. Callan and Sullivan also discuss their upcoming live comedy show, Corporate Takeover, and the creative process behind bringing corporate satire to the stage.

In this episode, you’ll learn:
  • The impact of AI on industries like acting, comedy, and digital media
  • The challenge of balancing creative ownership with AI-generated content
  • How Sullivan and Callan are developing a live comedy show inspired by corporate culture
  • How OpenAI’s deep research tool is reshaping competitive analysis and content preparation
  • Why AI-driven brand collaborations present both opportunities and ethical dilemmas for creators

Follow Sullivan Finlay on TikTok and Instagram
Follow Callan on LinkedIn
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What is The Insurance Growth Lab?

Host Callan Harrington dives into the strategies, decisions, and lessons that have shaped the careers of top marketing and growth leaders in the insurance industry. From bold moves to costly mistakes, each episode uncovers real-world insights that listeners can apply to accelerate growth in their own businesses.