Trapped Inside The Playboy Mansion with Holly Madison

Who gets access to you and who doesn’t? In this episode, I’m getting real about cutting people out of your life, setting boundaries, and finally letting go of the guilt that comes with choosing yourself. I talk about outgrowing friendships, recognizing energy-draining and one-sided relationships, dealing with jealousy, and understanding when someone is simply no longer a good fit for the person you’re becoming. I also get into why family isn’t exempt from boundaries, how you can forgive someone without giving them access to you, and why not every relationship needs a dramatic ending... sometimes people just naturally fall away. The older I get, the more I realize that we get to decide who is in our lives, how much access they have to us, and what kind of energy we allow around us. And if setting a boundary makes someone angry? That doesn’t automatically mean you did something wrong. This is your reminder that protecting your peace isn’t selfish, and you don’t have to be a people pleaser to be a good person.

Money can be a taboo subject, especially for women — but I’m going there. In this episode, I’m talking openly about my relationship with money, why financial independence has always been so important to me, and the mindset that’s helped me build, make, and protect my own wealth. I’m sharing the biggest money mistakes I’ve made — including lending my dad hundreds of thousands of dollars that I’ll never see again — and the lessons I learned about boundaries, knowing your worth, negotiating, investing, and never becoming financially dependent on someone else. Plus, I’m getting into the difference between making money and actually keeping it, why money doesn’t buy happiness, and how shifting your mindset from scarcity to abundance can completely change the way you approach money. If you care about chasing the bag, protecting your freedom, and becoming a woman who knows her worth, this one’s for you.

In this episode, I’m opening up about grief, losing my brother Mike, and what it’s really been like learning to live with his absence. I share the story of losing him unexpectedly, the shock and heartbreak that followed, and how grief has changed for me over nearly 11 years. I talk about the isolation of grief, the moments that still hit me out of nowhere, the things I wish I could have done differently, and why remembering the good times has become such an important part of healing. I also get into the signs I’ve experienced since Mike’s passing: from butterflies and gold coins to moments that have made me feel like he’s still around. And how losing him completely changed my relationship with spirituality. If you’re grieving someone you love, I hope this episode makes you feel a little less alone and reminds you that there is no timeline for grief.

Justin and I are getting real about the manipulation tactics and red flags that can show up in dating—especially the ones that can be disguised as care, concern, or even a joke. We talk about men who try to minimize your wins, criticize you under the guise of “helping,” confuse protection with control, need to be right in every disagreement, or make you feel like you have to audition for their approval. We also get into confidence vs. dominance, why asking questions and genuinely being interested in someone matters, and how your first difficult conversations can reveal so much about a person. Plus, we talk about what healthy relationships actually look like, why emotional vulnerability is a strength, and the things we've learned from our own relationships and dating experiences that we wish we knew in our 20s.

In this episode, I’m opening up about the kind of relationship I’ve worked hard to build with my three kids... and why, more than anything, I want them to know they can always come to me. We’re talking about trust, honesty, boundaries, accountability, one-on-one time, and giving your kids room to make mistakes without feeling ashamed. I also get personal about my own childhood, how it influenced the mom I wanted to become, and why healing yourself is such a huge part of parenting.