Jane Scroggs on Business Growth, Delegation, and Re-aligning as an Entrepreneur

Season #3

What if the thing you loved most about starting your business is the very thing you've delegated away?

In this episode, Casey sits down with Jane Scroggs, founder of two virtual assistant agencies supporting the property management industry. Jane brings her signature warmth and curiosity to a conversation about what happens when business growth pulls you away from the work that lights you up—and how to find your way back.

Jane is asking the questions so many entrepreneurs ask: "Am I still in alignment? What brings me joy now? How much of my day actually feels purposeful?" And instead of burning it all down (a temptation she admits to), she's learning to find the magic within the business she's already built.

This conversation is deeply reflective, practical, and full of "aha" moments. Casey guides Jane through a powerful exercise—recalling a childhood memory of flow—that reveals the golden thread running through her life and work: connection, curiosity, partnership, and creating "clubs" where people belong.

In this grounded conversation, we explore:

  • The sticky throat vs. the expansive chest: How to recognize alignment (or misalignment) through body sensations
  • When growth feels like a trap: Why taking on more team and admin can pull entrepreneurs away from their zone of genius
  • The childhood club creator: Jane's memory of making "potions" with her friend Cheryl and what it reveals about her true gifts
  • Projectors in business: Why Jane thrives in visionary, big-picture roles and struggles in the weeds of execution
  • The Cheryl you need: How the right person on your team can free you to stay in your gifts
  • Perfectionists and delegation: Why having high standards isn't something to shame yourself for—it's about finding the right people who match that standard
  • The small hinge that swings a big door: Why you don't always need to burn the business down—sometimes one role change shifts everything
  • Shiny object syndrome vs. sticking it out: How to find sparkle and alignment within the business you already have
  • Three words that anchor you: How defining your purpose in a short statement can guide every decision
  • VA business models: Why there's no one right way to build—some thrive solo, others love leading teams

This episode is for any business owner who's wondering if they've lost themselves in the growth, who's feeling the weight of team management, or who's simply asking, "What now?" It's a reminder that sometimes the answer isn't out there—it's in remembering who you were when you started.

Resources & Next Steps: