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October 9, 2025 25 mins

In this episode, Maggie Shea sits down with HeatherJackson - Fassari, Owner of Interlink CFO, to discuss the realities of leaving corporate America to launch a business from scratch — and the Pain Points that come with entrepreneurship, growth, and trust.


Heather shares her story of stepping out of a 20+ year career in corporate finance and operations to build a fractional CFO firm from the ground up. From her “day one” moment of realizing there would be no paycheck coming in, to learning how to market herself, network, and rebrand her business, Heather’s journey highlights the many Pain Points of leadership and independence.


Together, Maggie and Heather dive into:

  • The Pain Points of starting over and building a business from scratch
  • Finding confidence and balance when leaving corporate stability
  • Earning trust from long-established business owners and stepping into strategic partnerships
  • How fractional CFO work bridges the gap between finance, operations, and growth
  • Navigating growth Pain Points — from hiring and scaling to finding the “mini version” of yourself
  • Preparing small businesses financially for sale, valuation, or expansion
  • The importance of networking, mentorship, and learning from every client


From managing manufacturing and nonprofit clients to helping owners clean up financials, streamline processes, and prepare for the next stage, Heather reveals the behind the-scenes realities of being a trusted financial and operational partner.


If you’ve ever wondered what it takes to turn experience into independence, this episode is for you.


Connect with Interlink CFO & Heather Jackson - Fassari

Website: https://interlinkcfo.com

Email: heather@interlinkcfo.com

LinkedIn:  Heather Jackson-Fassari, MBA, CMA, CSCA | LinkedIn


Connect with StaffBuffalo & the Pain Points Podcast

Website: https://staffbuffalo.com

Pain Points Episodes: https://staffbuffalo.com/painpoints

LinkedIn: https://www.linkedin.com/company/staffbuffalo

Instagram: https://www.instagram.com/staffbuffalo/

Facebook: https://www.facebook.com/Staff716

YouTube: https://www.youtube.com/@staffbuffalo


Every entrepreneur faces Pain Points — from the fear of leaving a steady paycheck to the growing pains of scaling smart. Tune in to hear how Heather turned those moments into milestones.

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