Podcast

A Founder's Life:

Balancing Entrepreneurship, Family, Health, & Fun​

Podcast

A Founder's Life:

Balancing Entrepreneurship, Family, Health, & Fun​

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

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.

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Guest Info

Sam founded Dragonfly Editorial in 2005 with a simple goal: take stress off her customers’ shoulders by providing them with a trusted resource for writing, editing, and design. Since that time, she has built Dragonfly into one of the most respected editorial agencies in the country.

Sam’s expertise is in B2B copywriting and plain-language editing. She has taught on these topics and more during countless industry conferences and webinars over the past 15 years, often breaking attendance records and having the highest level of presenter ratings. In 2020, she was recognized as a fellow by the Association of Proposal Management Professionals, in recognition of her ongoing contribution to continuing education in this field.

Show Notes

About this Episode

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.

Highlights

Early Career: Started in corporate communications; moved back to Ohio to raise a family and freelance.

Big Challenge: Faced cashflow crisis, had to take out a second mortgage to meet payroll.

Turning Point: Rapid team growth post-2020 forced her to overhaul systems, roles, and expectations.

Personal Growth: Learned to protect emotional health, reduce stress, and set strong boundaries.

Business Success: Built Dragonfly Editorial into a 25+ person agency serving complex B2B clients.

Future Vision: Adapting to AI while staying committed to sustainable leadership and team well-being.

Resources

Learn more about Dragonfly Editorial:

Dragonfly Editorial

Connect with Samantha:

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

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