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#748: Married To An Entrepreneur: A Sit Down With Hobie’s and My Relationship Coach

January 21, 2025

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Getting real about relationship struggles, learning to communicate better, and finding balance as a female entrepreneur.

Being an ambitious business owner while maintaining a healthy relationship isn’t easy. Today, I’m getting vulnerable and bringing you behind the scenes of my marriage with Hobie and our amazing relationship coach, Sydney Ashland. 

Sydney has helped countless power couples navigate their relationships, especially when a woman is the primary earner and traditional dynamics are turned upside down. When Hobie first retired a few years ago, nothing felt off about stepping into this new chapter where I became the main breadwinner. However, about six months ago, we hit a rough patch with our communication that absolutely terrified me. Luckily, we connected with Sydney and she’s helped us develop the tools we needed to really communicate 一 not just talk at each other.  

In this deeply personal conversation, Hobie and I open up about our own struggles, breakthroughs, and the transformational work we’ve done with Sydney. Plus, you’ll hear Sydney’s expert insights on communication patterns, coregulation, and how to nurture healthy interdependence in your relationship. 

I know this isn’t the typical episode on digital courses or list building, but I truly believe that investing in your relationship is just as important as growing your business. Whether you’re currently facing challenges or want to strengthen your partnership, this conversation will give you the practical tools to create the relationship you deserve. 

In this episode, we discuss: 

  • (2:24) Why Hobie and I started working with a relationship coach 
  • (8:55) How Sydney went from helping stressed out doctors to transforming relationship dynamics in high-achieving couples 
  • (11:30) The raw truth about the moment when Hobie said, “I’m nobody’s priority”
  • (15:13) Why female breadwinners face unique relationship challenges (and how to overcome them)
  • (24:08) The game-changing coregulation technique that saved our communication 
  • (34:26) How to recognize if you’re communicating with your partner, or talking past them 
  • (39:18) The surprising truth about codependency vs. interdependency 
  • (43:54) How Hobie and I got out of the Netflix evening routine slump 
  • (48:31) Sydney’s advice for couple who are feeling stuck in their relationship 

Listen in to learn techniques that will help you build a loving relationship alongside the business of your dreams!

Click here to listen!

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