3 Things I Learned From My Divorce with with Strategist Samantha Boss

The first thing Samantha Boss tells us is that she did everything “wrong” the first time. It’s disarming and honest, the kind of confession that lets your shoulders drop. In this conversation, the Alabama-based divorce strategist—once a teacher, briefly a mediator, and now a high-conflict divorce coach with a fierce TikTok community—walks us through the moment her own life cracked open. She planned the conversation (“When do I say the word divorce?”) for six weeks, but not the life after. What followed—years of court dates, a four-page parenting plan that failed in real life, and the slow work of rebuilding—became the education she couldn’t find anywhere else.

Sam’s expertise is forged in the fire and refined by study: a decade of coaching high-conflict clients, writing airtight parenting plans, and helping parents adopt “radical acceptance” of the co-parent they actually have. She shares the hard-won mindset shift of not letting divorce define you, and the equally brave admission that she once tried to “perform” cordial co-parenting to her children’s confusion. Her kids—now 21 and 19—eventually named what they sensed all along: when a parent is dysregulated, the whole house knows. That truth redirected her work. Today Sam builds parenting plans that anticipate real life—jobs changing, new partners, sick days—and teaches clients to keep the case in one corner of the room so it doesn’t burn down the rest of their lives.

There’s hope threaded through every story. Sam calls it “diapers to diploma” planning: customized, practical, and designed to keep families out of court so parents can spend their time on connection, not conflict. Actionably, she urges listeners to front-load education, accept the co-parent in front of you, and calendar your legal tasks so you can be fully present with your kids. If you’re navigating a high-conflict divorce, wrestling with co-parenting, or rethinking your parenting plan, this episode offers clarity, compassion, and a map forward—proof that you are not your divorce, and that healing is a practice you can learn.

Learn more about Sam here!



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From Meltdowns to Milestones: How to Make Children’s Transitions Between Homes Easier with Dr. Joanna Hulton

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3 Things I Learned From My Divorce with Divorce Expert Kate Anthony