The Financial Coach Academy® Podcast

92. Building a Seasonal Financial Coaching Business to Fit Your Life [Success Stories Series]


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When Jessica Medina took her husband on a 3-month RV trip to follow the Atlanta Falcons for his 50th birthday, she didn't put her financial coaching business on pause—she designed it to thrive during their adventure. As a former big law attorney who now helps other attorneys create financial freedom, Jessica opens up about how she's structured her entire business year around the life she wants to live.

In this episode, Jessica shares her journey from graduating law school as a single mom of twins with $200,000 in student loan debt to building a successful coaching practice. She explains how she structures her business into focused seasons—dedicated times for bringing on new clients and periods reserved for serving her existing clients.

You'll hear how Jessica moved from practicing law for 15 years to building a thriving financial coaching business, why she chooses to work exclusively with attorneys, and how she's expanded her impact through speaking at law firms and bar associations. She also shares honest insights about what it really takes to grow a coaching business, including why some of her best ideas took two years to fully develop.

For coaches wondering how to balance impact with lifestyle, this conversation shows how being intentional with your business design can create space for both client success and personal priorities. Jessica's story is a perfect example of building a business that truly works for your life.

Links & Resources:

  • Ultimate Growth Guide
  • Join the Facebook group
  • Learn more about Jessica Medina


Key Takeaways:

  • Design your business schedule around your life—Jessica fills her client roster in specific seasons so she can take off other times of the year.
  • Going deep in a niche works—her focus on attorneys led to a 10x revenue increase in one year.
  • Past financial struggles can become strengths—her $200,000 student loan experience helps her better serve clients with similar challenges.
  • Six months is the minimum time needed for meaningful financial coaching—rushing transformation doesn't serve clients well.
  • Speaking can be an effective way to scale impact without creating courses or group programs.
  • Good ideas take time to execute—her speaking business took two years from concept to successful implementation.
  • Additional offers should solve specific problems—her student loan program meets a distinct need separate from her core coaching.


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The Financial Coach Academy® PodcastBy Kelsa Dickey

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