A Founder's Life

How Saying “Yes” Built a 16-Year Business - Scott Leff - S6 - E4

Leo Gestetner Season 6 Episode 4

Use Left/Right to seek, Home/End to jump to start or end. Hold shift to jump forward or backward.

0:00 | 19:42

This episode of A Founder’s Life is brought to you by Thankz, helping founders scale with reliable remote talent. Get $1,000 off your first month by emailing founders@thankz.com with the subject line Founder’s Life.

🌐 Follow A Founder’s Life
 • YouTube:   @AFoundersLife  
 • LinkedIn:  https://www.linkedin.com/company/a-founder-s-life-podcast/
 • Instagram: @afounderslife 
  • Spotify & Apple Podcast: https://linktr.ee/afounderslife

👤 Connect with Today’s Guest
Website: http://www.leffcommunications.com/
Substack: https://substack.com/ ⁨@lefffield⁩  

LinkedIn: https://www.linkedin.com/in/scottmleff/


What does it really take to build a business that lasts?

In this episode of A Founder’s Life, Scott Leff shares the honest, unfiltered journey of building a B2B content agency over 16 years, from freelancing without a plan to leading a 28-person team serving global clients.

Scott breaks down the realities most founders experience but rarely talk about: uncertainty, saying yes before you’re ready, learning through failure, and figuring things out as you go. He also dives into the importance of health, agency, and building a life that works alongside your business.

If you’re building something or thinking about it, this conversation will challenge how you think about growth, success, and the entrepreneurial path.

In this episode, we cover:
•Why most entrepreneurs “fall into” business
•The power of saying yes (and when it backfires)
•Lessons from failed and unprofitable projects
•When to say no — and even fire clients
•The role of failure in long-term success
•Why agency and control matter for mental health
•Balancing work, family, and personal life
•The importance of learning from others

LinkedIn

linkedin.com/in/leogestetner

Website

leogestetner.com/leo

Subscribe Now!

youtube.com/@afounderslife?sub_confirmation=1