EPISODE · Mar 19, 2026 · 19 MIN
How Saying “Yes” Built a 16-Year Business - Scott Leff - S6 - E4
from A Founder's Life · host Leo Gestetner
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 [email protected] 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 GuestWebsite: http://www.leffcommunications.com/Substack: https://substack.com/ @lefffield LinkedIn: https://www.linkedin.com/in/scottmleff/Entrepreneurship often begins with one simple decision: saying yes before you know exactly how you’re going to make it happen.In this episode of A Founder’s Life, Leo Gestetner sits down with Scott Leff, Founder and CEO of Leff Communications, to discuss how a freelance writing career evolved into a global B2B content marketing agency serving some of the world’s largest consulting firms.Scott shares his entrepreneurial journey from editing the McKinsey Quarterly and working on Chicago’s Olympic bid to launching Leff Communications, a business that’s grown over 16 years by embracing opportunities, learning through experience, and continuously adapting to client needs.But this conversation goes far beyond content marketing.Scott explains why some of the best business opportunities come from saying “yes” before you have all the answers, how learning through failure helped shape his leadership style, and why entrepreneurs don’t need to know everything before getting started.Throughout the conversation, we explore entrepreneurship, business leadership, resilience, family, creativity, personal growth, and the importance of building confidence through action.Whether you’re starting your first business or growing an established company, Scott shares practical lessons every entrepreneur can apply.In this episode you’ll learn:• Why saying yes creates unexpected business opportunities • How entrepreneurs learn by doing instead of waiting for certainty • Why failure builds resilience and confidence • The importance of surrounding yourself with experienced mentors • How listening to clients helps businesses evolve • Why agency and ownership improve both leadership and mental health • How creativity fuels long-term business growth • Why building a successful company is an ongoing process of adaptation • How small opportunities can become long-term client relationshipsScott also shares why music has remained an important creative outlet throughout his career, how raising children reinforced the value of resilience, and why every entrepreneur should seek advice from people who have already walked the path they’re beginning.If you enjoy conversations about entrepreneurship, founder mindset, business leadership, content marketing, resilience, startup journeys, personal development, and building meaningful businesses, you’ll enjoy this episode.LinkedInlinkedin.com/in/leogestetnerWebsiteleogestetner.com/leoSubscribe Now!youtube.com/@afounderslife?sub_confirmation=1
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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 [email protected] 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 ...
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How Saying “Yes” Built a 16-Year Business - Scott Leff - S6 - E4
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