The Skinny Confidential Him And Her Show
Lauryn Bosstick and Michael Bosstick / Dear Media
Lauryn Evarts Bosstick & Michael Bosstick, the entrepreneurial duo behind Dear Media & The Skinny Confidential have been interviewing the world's most accomplished individuals for close to a decade. Think world class leaders, entrepreneurs, doctors, celebrities, athletes, executives, bestselling authors, experts, & more. Every episode offers unfiltered conversations with tangible takeaways, advice, & actionable practices the listener or viewer can apply immediately to enhance their own lives. Tune in every week as the couple explore some of the most impressive minds this world has to offer while asking the questions you care about. New episodes every Monday, Wednesday, Friday.
Episodes
Mentioned books
Jan 22, 2026 • 1h 13min
Abe & Erin Lichy On The Truth About Marriage, Ambition, & Life Behind The Reality TV Curtain
Abe and Erin Lichy, co-founders of mezcal brand Mezcalum and personalities from Real Housewives of New York, dive deep into the realities of marriage and entrepreneurship. They candidly share their experiences with parenting four kids and the challenges of working together as a couple. From transformative psychedelic retreats to the pressure of reality TV, they discuss both the highs and lows of their life behind the cameras. With humor and honesty, they tackle how to find balance in a bustling family while staying true to themselves.
Jan 19, 2026 • 1h 21min
Scott Galloway On How to Build A Life That Feels Fulfilling - Even When Things Are Hard
Join Scott Galloway, a marketing professor and bestselling author, as he dives into the importance of building meaningful relationships and the crisis facing young men today. He discusses economic opportunities in AI and healthcare, critiques social media's impact on youth expectations, and advises on wealth creation through disciplined saving. Scott reflects on personal experiences with hardship and emphasizes that true fulfillment comes from family connections, kindness, and cultivating real-world skills over surface-level achievements.
Jan 16, 2026 • 47min
Why The Way We Socialize Is Changing & How To Evolve Ft. Jake Bullock, Co-Founder & CEO Of Cann
In a refreshing conversation, Jake Bullock, Co-founder and CEO of Cann, dives into the innovative world of THC-infused beverages. He discusses the rise of Cann as an alcohol alternative, focusing on its appeal to surprising demographics like moms and older adults. Jake shares insights on creating an inviting brand, attracting celebrity endorsements, and navigating the cannabis landscape’s regulatory challenges. With humor and authenticity, he emphasizes the importance of low-dose THC in revolutionizing social drinking experiences.
6 snips
Jan 15, 2026 • 1h 13min
Haley Sacks AKA "Mrs. Dow Jones" On How To Actually Build Wealth, Master Your Money, & Stop Making Financial Mistakes
In this engaging conversation, Haley Sacks, aka Mrs. Dow Jones, a financial educator and entrepreneur, dives into the essentials of personal finance for millennials and Gen Z. She shares her journey from paycheck-to-paycheck to financial empowerment and discusses the importance of having a money mindset. Key topics include the necessity of emergency funds, effective debt management, and why the first $100K saved is so critical. Haley emphasizes practical steps like monthly money dates and leveraging AI for financial insights, along with salary negotiation tactics to enhance your wealth-building journey.
14 snips
Jan 12, 2026 • 1h 21min
Gary Vaynerchuk: The Truth About AI, Social Media, & How to Think Clearly in a Digital World
Gary Vaynerchuk, a renowned entrepreneur and internet personality, dives into the impact of AI and social media on our lives. He emphasizes the need for practical adaptation to technology and how our upbringing shapes our responses to uncertainty. Gary discusses the importance of content curation for mental health and personal growth, advocating for accountability and positivity in a digital world. He also explores breaking generational cycles and instills a sense of responsibility rather than entitlement. This insightful chat is perfect for anyone wanting to navigate the noise of modern life.
Jan 8, 2026 • 1h 21min
Tina Chen Craig On Personal Resilience, Discovering Your Passion, & How To Adapt To Thrive In Life
Tina Chen Craig, an entrepreneur and beauty expert who founded U Beauty and previously created the influential Bag Snob blog, shares her inspiring journey from Taiwan to successful business ventures. She discusses how early adversity shaped her resilience and adaptability. Tina emphasizes the importance of experimenting to discover one's passion and viewing failures as pivots rather than setbacks. Additionally, she unveils her innovative skincare technology and daily rituals for healthy skin, proving that personal discovery and self-care go hand in hand.
15 snips
Jan 5, 2026 • 58min
Deepak Chopra On How To Cultivate Inner Peace, Achieve Genuine Happiness, & Heal Your Nervous System
Deepak Chopra, a leader in integrative medicine and consciousness, discusses cultivating inner peace and genuine happiness. He stresses the importance of deep awareness and shares practical tools for stress management. Chopra highlights the connection between forgiveness and healing, addressing the five causes of suffering. He offers insights into the vagus nerve's role in reducing stress, meditation practices, and the influence of energy on well-being. His work links personal transformation with compassion, emphasizing the pursuit of healthspan over immortality.
15 snips
Jan 1, 2026 • 1h 22min
Tim Tebow & Demi Tebow On Finding Your True Purpose, Faith, & Everlasting Resilience
Tim and Demi Tebow join the conversation, blending faith and philanthropy into their impactful lives. Tim reflects on his journey from NFL stardom to founding a foundation aimed at combatting human trafficking. Demi shares her experience as Miss Universe and her advocacy for women's empowerment. They discuss their life-changing perspectives as new parents and the importance of resilience in facing challenges. Their distinct journeys unite under a shared mission, showcasing how purpose fuels their dedication to global change.
Dec 29, 2025 • 58min
From Stable Career To Creator: What It Really Takes To Build A Brand From Scratch Ft. Matt & Nora Kramer Of Sunny Fine Foods
Nora and Matt Kramer, co-founders of Sunny Fine Foods, share their journey from stable careers to entrepreneurship. They discuss the unexpected gap they found in the market for clean, flavorful dressings and sauces. The couple reflects on the emotional challenges of startup life, the importance of product integrity, and their unique approach to family business dynamics. Listeners will be intrigued by their direct consumer feedback methods and the philosophy of using whole-food ingredients in their creations.
Dec 25, 2025 • 41min
Michael Bosstick On How To Make Every Year A Success & Achieve Your Personal Goals
Michael Bosstick shares a transformative year-themed framework for personal and professional success. He emphasizes intense focus as a key driver, encouraging listeners to pick a single yearly theme to guide decisions. With engaging examples from his own life, he reveals how this method can shape habits and eliminate distractions. Less is more when it comes to goals—fewer, impactful objectives lead to greater results. Bosstick also discusses auditing past experiences to avoid mistakes, making this a powerful guide for self-improvement.
