Episode Summary
In this episode of The Venture Variety Show, I talk with Tony Stubblebine, CEO of Medium, about the power of writing in a noisy, AI-driven world.
Tony shares why storytelling is still the most underrated skill in entrepreneurship—and how Medium is helping real voices rise above the noise. We dive into writing as a strategic edge, how platforms shape behavior, and why user-generated content still matters more than ever.
“You are an expert in your own life.”
“Writing gives you an opportunity to clarify your thoughts, to research something, and then to demonstrate that you're really smart.”
Whether you're a founder, investor, platform specialist, or just trying to cut through the content clutter, this one’s for you.
Key Takeaways
🔶 Why writing remains a founder superpower
🔶 How Medium supports real voices—not clickbait
🔶 What AI can’t replace in storytelling and context
🔶 Why lived experience > performance content
🔶 How to stand out without being an internet hustler
Chapters
00:00 – Welcome + Meet Tony01:11 – Bootstrapping vs. VC: What founders learn02:53 – The emotional power of writing05:36 – Writing as a founder’s strategic edge09:02 – Why AI summaries fall short12:09 – Medium’s mission: Make amateur writing cool again14:45 – Finding your niche & owning your voice18:04 – The future of blogging and lived experience20:48 – How to get started on Medium21:34 – Wrap-up and final thoughts
Keywords
storytelling, entrepreneurship, writing, Medium, AI, blogging, platforms, user-generated content, startup strategy, content creation, differentiation
