MSL 214 - From Radio to Content Marketing: Lessons for First-Time Solopreneurs with Penney Fox

In this episode, I sit down with Penney Fox, content marketing strategist and 26-year solopreneur veteran. Penney shares her journey from building websites after a long career in radio, to becoming an authority on content and marketing. We talk about the realities of starting your own business, dealing with self-doubt, and evolving your offerings over time.

Penney dives into:

  • The transition from corporate radio to entrepreneurship, including the challenges of being a woman in business when she started

  • How her background in tech and media buying helped her skill up and adapt as marketing evolved

  • Early mistakes, especially around pricing and undercharging, and how she learned to focus on the value she delivers rather than just covering costs

  • The power of in-person networking and teaching (through SCORE and other channels) to find her first clients and grow her reach

  • Mindset hurdles like self-doubt and imposter syndrome—and her tips for reframing rejection, celebrating small wins, and building resilience through repetition and positive self-talk

  • The importance of not taking every "no" personally, and knowing she isn’t the right fit for everyone

Penney’s top advice for new and aspiring solopreneurs:

  • Be open to opportunities—your business doesn’t have to look the same as it did on day one. Stay flexible, learn new things, and shape opportunities to fit your strengths and interests

  • Don’t let early rejection or doubts stop you; small wins add up, and confidence grows with practice

  • If you’re passionate, keep evolving your business to stay true to yourself and what you enjoy most

If you’re thinking about starting your own business or struggling to find your footing in the early years, Penney’s story is proof that longevity and success come from learning, adapting, and staying open to new directions.

Terry Pappy

Business Development Coach and Creative Marketer

https://tpappy.com/
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MSL 215 - From Corporate to Solopreneur: Building a Business on Authentic Relationships with Stevie Johns

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MSL 213 - Tips from Dale L. Roberts to Stay Motivated and Avoid Burnout as a Solopreneur (part two)