216. Amy Wine on Boundaries, Burnout, and Building a Life That Actually Works

The Rainmaker Family Show | Build Your Family Business

Hey Rainmakers! It’s Chelsey and Stephen here—and this conversation with Amy Wine is one we’ll be thinking about for a long time. Whether you’re juggling business, marriage, parenting, or all of the above (🙋‍♀️), Amy brings the wisdom, real-life experience, and clarity that makes you feel both seen and empowered. We’re talking about boundaries, burnout, and how to actually build a life that works—not just looks good from the outside.

Amy’s story is one many of us can relate to. She scaled a successful counseling center to 7-figures in under a year... and nearly burned out doing it. Eventually, she made the bold decision to sell that business and go all in on the kind of life and coaching that aligns with her values. In this episode, she shares how that decision impacted her marriage, what it looked like to honor her season of life, and how she navigated being the “entrepreneurial one” while married to someone who isn’t wired the same way.

One of our favorite moments was when Amy broke down how to have consistent, life-giving communication with your spouse—especially when you feel like you're living in two different worlds. She gives practical advice for regular check-ins, owning your own growth areas, and getting real about your season so you can stop trying to do everything at once.

If you’re tired of overcommitting, feeling disconnected, or trying to force balance in a season that demands boundaries, Amy’s perspective is exactly what you need. From creating margin for your family, to setting limits with love, to redefining success on your own terms—this is the conversation we all need right now.

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Episode Minute by Minute:

• 0:00 - Meet Amy Wine: From Counselor to Coach
• 2:00 - Amy’s Journey into Entrepreneurship
• 5:30 - Scaling Fast & Burning Out
• 7:00 - Navigating Business and Marriage with Opposite Mindsets
• 12:00 - The Thrive in Life Inventory & Knowing Your Season
• 16:00 - Weekly Marriage Sync Meetings: Why They Matter
• 20:00 - Saying No to Good Things for the Right Reasons
• 24:30 - The Pig Story: Boundaries with Kids (and Yourself)
• 30:00 - When Friends Don’t Understand Your Boundaries
• 32:00 - Final Thoughts on Ownership, Growth & Letting Go of Guilt