Dee Ocleppo Hilfiger On Balancing Family, Fashion, A Lasting Relationship, & the Business of Living Well
The Skinny Confidential Him And Her Show
Release Date: 10/30/2025
The Skinny Confidential Him And Her Show
#921: Join Michael Bosstick as he breaks down his proven year-themed framework for driving both personal & professional success. From building structure, creating purpose, & sharpening focus, to establishing clear direction through a single guiding theme. In this episode, Michael dives into how to audit your focus, set high-impact goals that actually move the needle, & use intentional theme-setting to eliminate distractions & achieve next-level success. To Watch the Show click For Detailed Show Notes visit To connect with Lauryn Bosstick click To connect...
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#920: Join us as we sit down with Sam Cutler – also known as The Fit Fatale, and the founder & CEO of MINDFULL. Renowned for helping women overcome chronic inflammation, gut issues, & burnout through clear, science-backed, sustainable habits – Sam has helped thousands of women reclaim their health & energy. In this episode, Sam gets real about her personal healing & transformation, breaks down the foundational lifestyle shifts that actually move the needle, opens up about navigating viral content that sparked conversation, shares the daily rituals that keep her grounded,...
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#919: Nate Graville, founder of Geviti, joins us to break down why modern healthcare often waits until it’s too late — and how proactive, personalized data can change everything. After losing his father, Nate set out to build a better system rooted in preventative bloodwork, longevity science, and trust-first health data. In this episode, we unpack the biggest misconceptions around bloodwork, how personalized insights can help you optimize your energy, health, and future, and why the next era of healthcare is proactive — not reactive. To Watch the Show click For Detailed...
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#918: Join us as we sit down with Ryan Blaser – Founder & CEO of Test My Home. Recognized as a leading voice in modern home health science, Ryan breaks down the tools, education, & support you need to uncover hidden toxins in your environment. In this episode, Ryan gets real about how your home may be impacting your health – from optimizing air quality & reducing mold exposure to identifying EMFs lurking within the household. Ryan shares how to create a safer, healthier home while minimizing exposure to the silent dangers around you. To learn more visit . ...
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#917: In this episode Lauryn shares a story shes avoided talking about for a long time. It's personal, and it shaped a lof of who she is today. With Michael, she talk about loss, mental health, and how those experiences informed the way she lives, works, and shows up now. The holidays can be heavy for a lot of people. If you're carrying something, this conversation is meant to help you feel a little less alone. If you or someone you know is struggling with suicidal thoughts or experiencing a mental health crisis, text or chat 988 to reach the 24-hour Suicide &...
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#916: Join us as we sit down with Jena Covello – founder & creative force behind Agent Nateur, a globally acclaimed clean luxury brand spanning supplements, skincare, and haircare. In this episode, Jena shares the unfiltered story of building Agent Nateur from just $300 to a $20M brand, while navigating her own health challenges, including endometriosis & hormonal imbalance. She breaks down the inspiration behind her cult-favorite formulations, opens up about handling online criticism, & reflects on what it truly takes to maintain balance while growing an industry-defining...
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#915: Join Lauryn as she sits down with Pia Mance – Creative Director & Founder of Heaven Mayhem. From handmade necklaces to a full line of elevated accessories, Pia turned her love of vintage-inspired modern style into a $10M, celebrity-favorite brand. In this episode, Pia shares how she built her all-female team, makes fast, strategic decisions, & leverages AI for efficiency. Pia also opens up about protecting her energy, navigating business relationships, her ultimate wellness routine, & unveils an iconic Heaven Mayhem × Lauryn Bosstick collaboration. To Watch the Show...
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#914: Sit down with Rainn Wilson — actor, producer, comedian, and author of Soul Boom, a powerful exploration of spirituality, healing, and meaning. Known worldwide as Dwight Schrute from The Office, Rainn opens up about the years he struggled as an actor, the unexpected rise of his career, and how humor became both a shield and a compass. He dives deep into his spiritual awakening, the inspiration behind Soul Boom, his search for purpose, and how he believes we can build more meaning into our modern lives. This is a candid, inspiring, and surprisingly emotional look at one of Hollywood’s...
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#913: Join us as we sit down with Hannah Pointer – founder of MacroHabits & a leading voice in sustainable wellness. Dedicated to helping individuals build sustainable habits through nutrition & fitness, Hannah breaks down the holistic routines that transformed her health, from nutrition & body composition to fitness, skincare, & mental well-being. In this episode, Hannah dives into reverse dieting, why macros matter, the power of a structured morning routine, & the benefits of mouth taping. Packed with practical, actionable tips, this episode gives you simple habits you...
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#912: Mel Robbins is back — and this time, she’s handing you the mindset reset you need to change your life. Mel is a New York Times bestselling author, award-winning podcast host, and one of the most trusted voices in behavior change and personal transformation. In this episode, Mel goes deeper than ever on the tools, habits, and mental shifts that actually move your life forward. She breaks down how to reframe your mindset, master your energy, build powerful routines, upgrade your relationships, and use a “life audit” to create real change in the year ahead. This is your playbook for...
info_outline#901: Sit down with Dee Ocleppo Hilfiger – former model, visionary designer, entrepreneur, & philanthropist. Known for her effortlessly sophisticated style & attention to luxurious detail, Dee creates designs that empower confidence & individuality. In this episode, she shares her journey from modeling & Wall Street to leading as a creative director & entrepreneur, including revitalizing Judith Lieber with viral designs & launching her own brand, DO by Dee Ocleppo. Plus, get an exclusive look at the iconic Hilfiger Homes, her secrets to a thriving marriage, & how she collaborates with Tommy Hilfiger on design & vision.
To Watch the Show click HERE
For Detailed Show Notes visit TSCPODCAST.COM
To connect with Dee Ocleppo Hilfiger click HERE
To connect with Lauryn Bosstick click HERE
To connect with Michael Bosstick click HERE
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This episode is sponsored by The Skinny Confidential
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This episode is sponsored by SYNERGY
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This episode is sponsored by Branch Basics
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