A Founder's Life

Can You Build a Business and a Life? - Samantha Enslen - S3 - E1

Leo Gestetner Season 3 Episode 1

In this episode of A Founder’s Life, host Leo Gestetner sits down with Samantha Enslen, founder of Dragonfly Editorial, to explore what it really takes to build a thriving business and a peaceful life. From accidentally starting her agency to managing a 25+ person team and navigating AI disruption, Samantha shares what it means to lead with clarity, calm, and conviction.

Whether you’re just starting your journey or feeling overwhelmed by growth, this conversation is a must-listen for anyone seeking a more human approach to entrepreneurship.

💬 In This Episode:

  • How Samantha accidentally founded Dragonfly Editorial
  • Building a business around family and sanity—not hustle
  • Finding balance in leadership, parenting, and personal health
  • Honest reflections on layoffs, AI, and what’s next
  • The importance of doing the next right thing

📍 Timestamps:

00:00 – Intro & Sam’s accidental path to entrepreneurship

02:00 – What Dragonfly Editorial does today

05:00 – From 2000-page proposals to thought leadership

06:30 – Why she moved to Ohio to build a better life

08:30 – What health means to her (beyond just physical)

12:00 – Managing stress, cortisol, and contribution

17:30 – How she redefined balance post-2020

24:00 – Pivotal moments: cashflow crisis, layoffs, and AI

29:00 – Advice to aspiring entrepreneurs

Learn more about Dragonfly Editorial:

Dragonfly Editorial

Connect with Samantha:

https://www.linkedin.com/in/samanthaenslen/

LinkedIn

linkedin.com/in/leogestetner

Website

leogestetner.com/leo

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