#129: When Success Stops Feeling Like Freedom with Ray Brejcha

In this episode, we sit down with creative brand expert Sammie Rae Howard, founder of Little & Much Creative and The Football Wives Club. As a football coach's wife, Sammie has never lived anywhere for more than two years, and she opens up about what it's really like to keep starting over: solo parenting through the season, building a business on the move, and finding consistency that isn't tied to an address. Plus, why she built a community so no woman has to start over alone, and why she's choosing freedom over being liked by everyone. If you've ever had to rebuild your life somewhere new, this one is for you.

This week we sit down with master coach, spiritual psychologist, and bestselling author Christine Hassler, who has spent over two decades helping people get out of their own way. Christine gets incredibly honest with us about being diagnosed with depression at 10, spending 20 years on medication, and what it finally took to come off. She opens up about a broken engagement, a divorce, a decade of being single, and what shifted inside her that allowed her to truly receive love.

In this episode, we sit down with tax strategist Kymbirley Brake for a conversation that goes far beyond deductions and spreadsheets. Kymbirley opens up about becoming a mother to a daughter with special needs, the health scares that nearly took her daughter from her, and the inward journey those experiences forced her onto, one that, unexpectedly, led her to becoming a tax attorney and strategist. She shares what it's like to finally be finding herself at 40, the resilience it took to get here, and her mission of helping female founders understand the numbers behind their businesses. This one is equal parts knowledge and heart.

In this episode, we sit down with brand strategist and creative director Aime Salomón for a candid conversation about what it was like building a business from nothing, as a single mother. Aime opens up about the moment she realized the very skills that grew her own Instagram following were skills she could teach others, and how that realization became Bloom Creative Studio. We talk about what it's really like to build a brand across cultures and languages, and Aime shares her own hard-won tips on what actually matters when it comes to growing on Instagram.

In today’s episode we wanted to talk about fun and play. How to cultivate more of it in times of uncertainty and how to tap into gratitude and joy. Life is meant to be fun. When you can connect back with the inner child within, you can remember that truth. While we may not know what is around the corner for us, we are also not guaranteed tomorrow. So why not choose joy.

In this episode, we sat down with Liz Owens to talk about women's inherent worth, and what it actually takes to believe it instead of just knowing it.

Jaden Hummel is a leadership coach for founders and a 3x entrepreneur who has spent a decade at the intersection of business strategy and human performance. With 500+ clients and a background spanning Fortune 500 marketing, construction project management, and three businesses of her own, including real estate and a service company she built from the ground up, she brings a rare combination of real world operator experience and deep coaching expertise.

In this episode, Karenna and Samantha get personal about friendship, what it looked like in their 20s versus what it looks like now, and everything that has changed in between. They talk about what it actually takes to attract and keep real friends in your 30s and why Authenticity is the key to attracting deeper more quality friendships in your life. 

In this month's unfiltered conversation, Karenna and Samantha get into the pivot — the reevaluation so many of us are quietly in the middle of right now. The sense that you don't have to keep doing it the way you've always done it. That there's another version of you waiting, even if you can't picture her yet.

In this episode, Samantha and Karenna sit down with Natalie Bernacchi, Revenue Retention Systems Expert, Fractional Customer Success Leader, Founder of Rich Biz Society, and host of the Rich Biz Podcast, for a conversation that completely reframes what sustainable business growth really looks like. After spending more than 15 years scaling tech startups, Natalie left corporate to build a business that aligned with the life she truly wanted. Today, she helps heart-led female founders uncover the revenue already sitting inside their businesses by creating intentional customer experiences, retention systems, and post-sale infrastructure.