In this episode of All Things Negotiation, Stan Christensen interviews Sam Yagan, a serial entrepreneur known for co-founding SparkNotes and OKCupid. The discussion explores the ubiquitous nature of negotiation in entrepreneurship, covering topics such as raising capital, managing co-founder relationships, negotiating acquisitions, dealing with unexpected legal challenges, and strategic decision-making within large organizations. Yagan shares personal stories and lessons learned from his journey, including a high-stakes negotiation during SparkNotes, the complex dynamics in running Match.com, and the significant decisions around the development of Tinder. Key insights include the importance of having credible alternatives, aligning interests with investors, and understanding both short-term and long-term implications of business strategies.

0:00 - Introduction to Negotiation in Everyday Life

0:27 - Meet Sam Yagen: Entrepreneurial Journey

1:16 - Early Days and Co-Founder Negotiations

2:37 - The SparkNotes Firing Incident

3:30 - Lessons from Legal Missteps

6:18 - E Donkey: Navigating Legal Ambiguities

9:24 - Facing the Music Industry Giants

11:13 - Testifying Before Congress

14:17 - The Birth of iTunes and Industry Transformation

16:58 - Advice for Aspiring Entrepreneurs

20:11 - Fundraising for OKCupid

24:41 - Aligning Interests with Investors

30:58 - Evaluating Character in Tough Situations

31:25 - Navigating M&A: Lessons from OkCupid's Sale

33:29 - The Art of Negotiation: Securing the Best Deal

43:12 - Transitioning from Startup to Corporate Leadership

44:00 - Internal Negotiations and Leadership Challenges

46:37 - Strategic Decisions: Mobile Apps and Market Leadership

50:41 - Tinder's Impact and Overcoming Resistance

54:36 - Rapid Fire Questions and Final Thoughts

Host Stan Christensen has spent his career working as a professional negotiator in a variety of arenas. He has also taught a popular course on negotiation at Stanford University for over twenty years. #Negotiation #Samyagan #entrepreneurship