October 30, 2025
Dee Ocleppo Hilfiger On Balancing Family, Fashion, A Lasting Relationship, & the Business of Living Well
The Skinny Confidential Him And Her ShowAbout this episode
#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 Read More on The Skinny Confidential HERE Head to our ShopMy page HERE and LTK page HERE to find all of the products mentioned in each episode. Get your burning questions featured on the show! Leave the Him & Her Show a voicemail at +1 (512) 537-7194. To learn more about Dee and shop DO by Dee Ocleppo visit https://deeocleppo.com . This episode is sponsored by The Skinny Confidential For a limited time shop 20% off our non-toxic clean candle at http://bit.ly/4nuyHLZ . This episode is sponsored by SYNERGY Ready to get started on your very own gut health journey? Visit http://SYNERGYDRINKS.com to find your SYNERGY flavor today. This episode is sponsored by Branch Basics Shop Branch Basics in 600+ Target stores nationwide, or http://Target.com . You can also use my code SKINNY15 to get 15% off at https://branchbasics.com/SKINNY15 . This episode is sponsored by Clarins Available at Ulta, Sephora and on http://Clarins.com . This episode is sponsored by Just Thrive Visit https://justthrivehealth.com/discount/TSC and use promo code TSC for 20% off your first order. This episode is sponsored by Bon Charge Just head to http://boncharge.com and your 25% off code will be automatically added to your order. This episode is sponsored by Square Get up to $200 off Square hardware when you sign up at http://square.com/go/skinny ! Produced by Dear Media