Tony Stubblebine is the CEO of Medium, a renowned platform for writers and readers, and a seasoned entrepreneur with a rich history in tech, having co-founded several successful startups.

Join Alex Shartsis in this episode as Tony shares his personal anecdotes and hard-won insights from turning around Medium, highlighting the importance of situational leadership, and navigating the challenges of scaling a platform. He also reflects on his earlier experiences, including the rise and fall of Odeo, and the unexpected success of Twitter, providing a nuanced understanding of the entrepreneurial journey.

This episodes will give you actionable advice on how to adapt your leadership style to drive growth, and develop a deeper understanding of the intricacies involved in scaling a successful platform.

Show Notes:

0:00 Introduction

1:16 Tony Stubblebine's Background and Introduction

2:07 Evan Williams' Impact on Online Publishing

20:09 Pivotal Decisions in Medium's Growth

36:41 Medium's Turnaround to Profitability

48:38 Overcoming Financial Challenges at Medium

49:12 Medium's Ambition and Growth Strategy

50:53 Differentiating Medium in the Market

1:06:46 Lessons on Patience and Perseverance in Entrepreneurship

Guest: Tony Stubblebine (linkedin.com/in/tonystubblebine/)

Host: Alex Shartsis (linkedin.com/in/shartsis)

Audio Engineer & Video Editor - James Fixx (fixxmusic.com)

Music by the Great White Shark (Shark Shartsis)

The Seed to Sequoia podcast is created by Silverwood Advisors to help founders with practical advice on building successful startups.

If you would like to get expert advice for your startup reach out to us on:

Website: silverwood.ai

Linkedin: linkedin.com/company/silverwood-advisors