The Path Less Traveled

Ep 6: Exiting With a Plan: Joni Sweet on Going Freelance With a Sense of Stability


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In this episode, I chat with Joni Sweet, a talented freelance writer, editor, & media consultant whose work has appeared in National Geographic, Forbes, Lonely Planet, and more. Joni's journey took her from fulfilling yet financially challenging roles in traditional publishing to a high-paying but uninspiring position at a large bank. Ultimately, she found her sweet spot by starting her own business, gaining the freedom, flexibility, and fulfillment she'd been searching for. Joni's intentional, well-planned transition into entrepreneurship is a wonderful example for anybody looking to take a similar leap.

In this episode, we explore:

- How Joni balances life and business, and her unique approach to managing to-do lists

- The power of an experimental mindset in developing new aspects of her business, even when confidence wavers

- How she navigates slow periods and loss of work with resilience and creativity

- Why Joni believes in aiming for satisfaction over happiness and how that shift has impacted her outlook

- The concept of a "happy file" and how Joni uses it to boost her confidence and own her expertise

About Joni:Joni Sweet is a freelance writer, editor, and media consultant whose work has appeared in National Geographic, Forbes, Lonely Planet, and more. She's passionate about meaningful travel, health, and wellness. Discover her work at jonimsweet.com, join her community at https://jonisweet.substack.com/, and follow her journey on Instagram @jonisweet.

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🎧 Chapters – The Path Less Traveled: Joni Sweet

00:51 – Intro: Meditation, To-Do Lists, and Meeting Joni

04:24 – What a Traditional Path Meant to Joni

07:03 – The Publishing World: Passion Without Pay

10:23 – Corporate Life: Comfort Without Purpose

15:34 – Building a Freelance Business While Employed

20:35 – Making the Leap: Quitting with a Plan

22:21 – Freedom and Discipline in Self-Employment

24:33 – Balancing Client Work vs. Growing the Business

30:00 – Buffer Time, Capacity, and Redefining Productivity

34:59 – Weekly Planning and the Happy File

39:43 – Downtime, Burnout, and Creative Recharge

43:32 – Creativity, Flow, and the Myth of Forcing It

45:38 – Fears About Sustainability and Relevance

47:18 – Freelance Uncertainty and Pivoting with Purpose

51:14 – The Power of Experimentation

52:46 – A 80-Mile Ride That Changed Everything

59:08 – Aliveness, Pride, and Redefining Success

1:00:50 – Satisfaction vs. Happiness

1:02:49 – Self-Reliance, Asking for Help, and Co-Creation

1:09:40 – Owning Expertise, Happy Files, and Final Reflections



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The Path Less TraveledBy Syd Connolly