Nov. 20, 2025 · show notes

ABOUT THIS EPISODE

How Medium Went from Financial Crisis to Focused Innovation

What does it take to turn a company around? Tony Stubblebine, CEO of Medium, shares how he brought Medium from the brink of financial collapse into the innovative, successful content platform it is today. He reveals how he balanced cost-cutting with the need for innovation, the importance of a strong moral compass in leadership, and how to rally a team when confidence is low. This episode is packed with actionable insights for any leader facing a high-stakes financial or morale challenge.

(00:00) - Intro
(00:51) - Welcome Tony
(01:26) - Can you tell us about the company Medium?
(02:12) - How did you navigate the first few months as CEO?
(04:20) - How did your decision to do a single reduction in force impact the culture?
(06:12) - How has your strong moral compass affected your leadership style and what principles guide you through difficult decisions?
(08:40) - What financial decisions did you make to course correct Medium’s debt?
(10:33) - What is Medium’s “Boost” feature and how was its launch critical to the turnaround?
(12:13) - What lesson would you share with other leaders?
(13:32) - Thanks & Outro

Business

Management

English

United States

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SHOW NOTES 🔗

00:00:00Intro

00:00:51Welcome Tony

00:01:26Can you tell us about the company Medium?

00:02:12How did you navigate the first few months as CEO?

00:04:20How did your decision to do a single reduction in force impact the culture?

00:06:12How has your strong moral compass affected your leadership style and what principles guide you through difficult decisions?

00:08:40What financial decisions did you make to course correct Medium’s debt?

00:10:33What is Medium’s “Boost” feature and how was its launch critical to the turnaround?

00:12:13What lesson would you share with other leaders?

00:13:32Thanks & Outro

TRANSCRIPT 🔗

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