Too Young To Be Old with Diane Gilman, The Queen of Jeans

Diane Gilman

Too Young To Be Old is a podcast created to educate and inspire the 50+ community. In this weekly podcast host Diane Gilman and her wonderful guests will dive into a world of exciting topics relating to ageing- from nutrition, health, and wellness, to beauty and skincare, and everything in between. With the podcast Diane wants to empower and inspire women over 50 to embrace the aging process and pursue their passions and dreams, no matter their age. Connect with Diane on Facebook, Instagram, Tiktok and Youtube @thedianegilman or visit thedianegilman.com.

  1. 268. Redefining Success Again at 80

    8H AGO

    268. Redefining Success Again at 80

    In this episode of The 80–40 Factor, hosts Nyna Gilpin and Diane Gilman get real about the hidden price of success, especially for ambitious women who choose career over a traditional path. They unpack what it actually costs to build a 50+ year career in fashion, entrepreneurship, and media—and why neither of them regrets prioritizing work. Nyna asks Diane what people don’t see behind her “uber-successful” story, from working every major holiday in tele-retail to juggling seven-day workweeks and navigating catty TV and fashion environments. Diane explains why she never saw these choices as a sacrifice, how her business became her “child,” and why she’d rather be on air with millions of viewers than at a Thanksgiving table. In this episode, they discuss: The “cost of success” for women vs. men, and why women are judged differently for ambitionWorking every holiday, long studio days, and the isolation that comes with being obsessed with workWhy Diane never wanted children, how she knew she “wasn’t meant to be a mother,” and why she has zero regretsTreating business as your child: nurturing a career and talent the way others nurture a familyLeaving toxic corporate environments, even at the height of success, to prioritize health and sanityAttention-related illness: the wake-up call from Diane’s cancer surgeon that forced her to change her work environmentWhy not putting a time clock on success matters—and how Diane’s biggest breakthrough came at 60 with her middle-aged jeanReinvention at 78–80: shifting from fashion design to niche podcasting, communication, and serving a female communityNyna opens up about putting pressure on herself as a single entrepreneur, feeling like she’s always proving something, and falling into a spiral when results don’t match expectations. Diane reframes “failure” as necessary feedback and shares how constantly readjusting and refining your craft is the real work of success.Why the journey is more satisfying than any single milestone—and why “it’s never enough” in the best way If you’ve ever wondered whether you’re sacrificing too much—or not enough—for your dreams, this conversation will make you feel seen, validated, and fired up to define success on your own terms. Special Offers & Resources Mentioned: ✨Use code "THEDIANEGILMAN" at checkout to receive 10% off your order — http://www.primeprometics.com/THEDIANEGILMAN Connect with Diane Gilman: YouTube: @thedianegilmanFacebook: TheDianeGilmanInstagram: @thedianegilmanTikTok: @thedianegilmanWebsite & Mailing List: TheDianeGilman.comIf you enjoyed this episode, please leave a review, subscribe, and share it with friends! Remember: age is just a number. Together, we’ll prove that we’re all Too Young to Be Old.

    20 min
  2. 267. Is American Fashion Officially Out of Ideas? Diane Gilman Tells All

    1D AGO

    267. Is American Fashion Officially Out of Ideas? Diane Gilman Tells All

    In this Fashion Thursdays with Diane episode of Too Young To Be Old, Diane Gilman breaks down New York Fashion Week Fall 2026 with her signature wit, honesty, and decades of industry experience. From legacy designers to new names on the runway, she asks the big question: where has all the excitement gone in American fashion? Diane contrasts New York’s “elevated everyday” with the fantastical couture she saw in Paris, and explains why this season felt a bit like a vegan, gluten-free meal: technically correct, but ultimately unsatisfying. She talks about monotone dressing, why everything seems to be brown, mossy, or gray, and why so many collections feel like echoes instead of fresh ideas. In this episode, Diane covers: Why New York Fashion Week 2026 felt safe, quiet, and almost “watered down” instead of bold and groundbreakingHer favorite piece of the week: a stamped crocodile leather blazer from Khaite (aka Kate) and why it’s gorgeous but totally unrealistic for most real women’s bodies and lifestylesRalph Lauren’s show: classic, beautiful, monotone and… a little too predictableCalvin Klein and the loss of designer DNA: how the brand feels off-message and interchangeable with labels like The RowSeven For All Mankind on the runway: lots of gray, lots of monotone, and how Diane can recreate most looks with pieces she already ownsMichael Kors: why “nice” isn’t enough anymore, even from a generational geniusThe dominance of monotone dressing (ivory, black, gray) and how it’s used to get you to buy full head-to-toe outfitsNewer names like Monse / Montserrat and the fantasy vs. reality of floor-length winter coats if you actually live in New York CityCoach on the runway: high-priced streetwear that you could basically thrift for a fraction of the costWhy vintage and resale feel more exciting, unique, and inspirational than most new collections right nowThe aging of America’s iconic designers (Ralph Lauren, Calvin Klein, Michael Kors) and what that means for the future of fashionHow the atmosphere of economic uncertainty is making brands more cautious, less daring, and more repetitiveSpecial Offers & Resources Mentioned: ✨ Use the code 'DIANEG' to receive a discount on Mito Red Light products! Visit https://mitoredlight.com/?afmc=DIANEG to learn more! Connect with Diane Gilman: YouTube: @thedianegilmanFacebook: TheDianeGilmanInstagram: @thedianegilmanTikTok: @thedianegilmanWebsite & Mailing List: TheDianeGilman.comIf you enjoyed this episode, please leave a review, subscribe, and share it with friends! Remember: age is just a number. Together, we’ll prove that we’re all Too Young to Be Old. #fashion #FashionPodcast #StylePodcast #NYFW #NYFW2026 #NewYorkFashionWeek #FallFashion #RunwayReview #FashionTrends #Monochrome #MonotoneStyle #AgelessStyle #FashionOver50 #FashionOver60 #DianeGilman #TooYoungToBeOld #WomenInFashion #VintageFashion #SustainableFashion #StreetStyle #CapsuleWardrobe #MinimalistFashion #LuxuryFashion #DesignerFashion #RalphLauren #CalvinKlein #MichaelKors #Coach #RedLightTherapy #MitoRedLight #BeautyAndWellness #AntiAging #MidlifeWomen #PodcastShow #YouTubePodcast

    20 min
  3. 266. Aging Out Loud: Building a Life, Not Chasing a Younger Lover

    FEB 17

    266. Aging Out Loud: Building a Life, Not Chasing a Younger Lover

    Aging Out Loud: Why Your Value Isn’t Measured in Younger Boyfriends In this powerful solo episode of Too Young to Be Old, Diane Gilman unpacks the emotional whiplash of aging in a culture obsessed with AI-perfect bodies, impossible “forever sex goddess” images, and older men proudly dating women 30–50 years younger. She calls out how these images sneak into our feeds, trigger comparison, and quietly tell women over 50 that their worth is tied to youth, fertility, and arm‑candy appeal—then explains why she refuses to live by those rules.​ Diane contrasts this with her own vision for later life: purpose, creativity, mentorship, and legacy. She shares the story of dating a younger man herself, the judgment that came with it, and how breast cancer shifted her priorities from being “seen as hot” to being seen as wise, kind, and impactful. From celebrity age-gap couples to AI-fabricated 75‑year‑olds with 35‑year‑old bodies, she urges women to stop running back to youth, build a new identity in the now, and claim aging as a time of depth, joy, and self-directed purpose.​ What you’ll hear in this episode How AI-generated “older” women with fantasy bodies can quietly erode self-esteem and warp what we think aging should look like.Diane’s take on famous men with much-younger partners—and what that says about how society values women’s age, fertility, and visibility.Why she admires Cher’s “I’ll do what I want” stance, but personally chose to step away from the younger-boyfriend dynamic after her breast cancer journey.​The difference between chasing youth and cultivating youthful energy through purpose, curiosity, creativity, and contribution.How to redesign life after 55 or 60 around legacy, learning, and joy instead of comparison and regret.A daily practice Diane uses—gratitude, intention, and “old girl” positivity—to make this stage of life feel expansive instead of diminishing Special Offers & Resources Mentioned: ✨ Megelin Red Light Face Mask: https://megelin.com/products/megelin-led-light-therapy-face-mask   Use the code 'Diane10' for 10% off your order #TooYoungToBeOld #PositiveAging #WomenOver50 #AgingOutLoud #SelfWorthNotYouth #AIBeautyTrap #AgeGapRelationships #DianeGilman #LegacyBuilding #MidlifeReinvention #BreastCancerSurvivor #PurposeDrivenLife

    19 min
  4. 265. Cloud Dancer and Closet Shopping: 2026 Trends for Grown Women

    FEB 16

    265. Cloud Dancer and Closet Shopping: 2026 Trends for Grown Women

    In this Fashion Thursdays episode, Diane Gilman breaks down the real-world meaning of 2026’s Pantone Color of the Year, Cloud Dancer—a soft, refined off-white—and how to wear it when you’re not 22 and living on the runway. She unpacks why this neutral pairs so well with metallics, soft pinks, beiges, and jewel tones, and why it’s especially flattering for silver, salt-and-pepper, and blonde hair tones. From there, Diane walks through what’s being called “in” and “out” for 2026—slim jeans over barrels, dark washes, snake print, minimalist tailoring, loafers vs. ballet flats, asymmetrical hems, scarves, V-neck sweaters, leggings, oversized totes, pendants, and more—and bluntly sorts what’s worth paying attention to and what you can safely ignore. The throughline: most of what’s “trending” is probably already in your closet. This episode doubles as a permission slip to closet shop, style smarter, and stop letting every micro-trend boss you around. What you’ll hear in this episode How to build outfits around Cloud Dancer using texture (fringe, tweed, suede, metallics, feathers) and soft neutrals for a modern, non-aggressive look.Why Diane is leaning into pale pink as her key accent shade for early spring—and why it’s so kind to mature faces.A practical take on “what’s in / what’s out”:Slim, dark denim vs. barrel jeans and why you probably already own what you need.Snakeskin as the next neutral print after leopard—and how to keep it to accessories if you’re print-shy.Loafers, ballet flats, and why both still belong in your shoe lineup.Asymmetrical hems, bubble hems, and how to try them via fast fashion without overinvesting.Why scarves—especially ornate silk and metallic ones—are one of the smartest, longest-lasting fashion investments you can make.Real talk on V-neck sweaters, cardigans, leggings, skinny belts, cloche hats, pony-hair bags, and oversized totes: what Diane actually wears, what she skips, and where she just shops her own closet.A reminder that trends are a revolving door, and the most stylish move is often editing what you already own—not starting from zero every season. ✨ ARMRA Supplements – Diane’s go-to “miracle” supplement with collagen, peptides, and essential nutrients for energy, skin, and hair health. Special Sale: Feb 12 (9pm EST) – Feb 17 (9am EST) Get 15% off all Flavored Jars & Travel Sticks (excludes Performance + Bundles) with code FLAVORS15 at tryarmra.com/DIANEGILMAN. Code works for new + returning customers! Connect with Diane Gilman: YouTube: @thedianegilmanFacebook: TheDianeGilmanInstagram: @thedianegilmanTikTok: @thedianegilmanWebsite & Mailing List: TheDianeGilman.comIf you enjoyed this episode, please leave a review, subscribe, and share it with friends! Remember: age is just a number. Together, we’ll prove that we’re all Too Young to Be Old.

    27 min
  5. 264. Never Too Late: Why Your Best Years Might Be Ahead of You

    FEB 10

    264. Never Too Late: Why Your Best Years Might Be Ahead of You

    On this episode of The 80/40 Factor, Diane Gilman and Nyna Gilpin tackle one of the biggest myths women face: that there’s an expiration date on ambition, reinvention, and success. From Diane unlocking her “ultimate talent door” at 60 to Nina navigating her 40s under constant pressure to “hurry up and get there,” the two unpack how age, culture, and social media shape our perception of timing—and why most of it is a lie. They share real examples of late-blooming icons (from Vera Wang to Morgan Freeman), debate how social media skews our idea of what “on time” looks like, and explore the quiet power in refusing to disappear after 40, 50, or 60. Diane opens up about grief, drive, and building an entirely new career at 80, while Nina reflects on trusting the process and designing a future self who is still curious, creative, and bold. The conversation is equal parts grounding and galvanizing—a reminder that your life is not “running out,” it’s unfolding. What you’ll hear in this episode Why Diane didn’t feel truly “on her path” until 60—and how that late success changed everything.How youth-obsessed industries (fashion, TV, social media) pressure women to believe they’ve aged out of relevance.A rapid-fire look at famous late bloomers (Morgan Freeman, Judi Dench, Vera Wang, Colonel Sanders, Martha Stewart, Julia Child, Arianna Huffington) and what their timelines really tell us.How social media glamorizes fast, young wins and hides the long, messy road it actually takes to get there.The influence of women like Iris Apfel and how they model the idea that “your time” can happen at any age.Diane’s mission at 80: helping women respect where they are, find joy in this stage, and refuse to treat any decade as a throwaway.Honest talk about grief, widowhood, and why some women stay stuck—plus what it looks like to choose joy and purpose again.Quick-fire reflections: what you’re never too late for, one big lie society tells women, and what Diane would start even while scared.Special Offers & Resources Mentioned: ✨ Use the code 'DIANEG' to receive a discount on Mito Red Light products! Visit https://mitoredlight.com/?afmc=DIANEG to learn more! Connect with Diane Gilman: YouTube: @thedianegilmanFacebook: TheDianeGilmanInstagram: @thedianegilmanTikTok: @thedianegilmanWebsite & Mailing List: TheDianeGilman.comIf you enjoyed this episode, please leave a review, subscribe, and share it with friends! Remember: age is just a number. Together, we’ll prove that we’re all Too Young to Be Old. #The8040Factor #NeverTooLate #WomenAndAging #MidlifeReinvention #AgingWithPurpose #TooYoungToBeOld #DianeGilman #NinaGilpin #LateBloomers #WomenSupportingWomen #StartBeforeYoureReady #AgeIsJustANumber

    22 min
  6. 263. The Young Designers Outshining Chanel and Dior on the Paris Runways

    FEB 5

    263. The Young Designers Outshining Chanel and Dior on the Paris Runways

    Next-Gen Couture: The Young Designers Defying Gravity on the Paris Runways In this Fashion Thursdays episode, Diane Gilman skips the usual Chanel–Dior recap and dives into the next generation of couture geniuses lighting up the Spring/Summer 2026 Paris runways. Instead of corporate mega-houses, she spotlights visionary designers from India, Saudi Arabia, Switzerland, and Greece who are pushing fashion into sculptural, weightless, almost otherworldly territory. From Rahul Mishra’s elemental storytelling and 3D embroidery to Gaurav Gupta’s vinegar-set chiffon swirls and gravity-defying gowns, Diane unpacks how these creators are redefining what “couture” means today. She also highlights the sensual precision of Ashi Studio’s crocodile-textured dresses and the luminous metallics and feathered fantasies of Celia Kritharioti, Greece’s premier couture house. This episode is a love letter to craft, imagination, and the kind of fashion that makes you say, “How on earth did they do that?” What you’ll hear in this episode Why Diane finds traditional big-house shows (like some recent Chanel outings) underwhelming compared to emerging couture talent.The philosophy of Rahul Mishra: sustainability, elements (wind, fire, water), and intricate 3D work that turns fabric into moving sculpture.How Gaurav Gupta uses techniques like vinegar-and-water–set pleating, resins, and hidden structure to build anti-gravity chiffon gowns.The rise of Ashi Studio from Saudi Arabia and why its sculpted leather, sparkling black gowns, and ethereal white looks are dominating red carpets.How Celia Kritharioti mixes metallics, feathers, sequins, and 1960s-inspired shapes to create dreamlike, motion-filled pieces.The shared values of these designers: slow fashion, sustainability, rural artisanship, and staying free of heavy corporate influence.Why Diane believes couture still matters—for inspiration, beauty, and the joy of dreaming—even if most of us will never own these pieces. Special Offers & Resources Mentioned: ✨AMRA Supplements – Diane shares her discovery of this "miracle" supplement containing collagen, peptides, vitamins, and minerals that helps combat age-related nutrient absorption issues. It tastes like butterscotch and provides noticeable results in energy, skin, and hair health. Special Offer: Get 15% off your first purchase with code DIANEGILMAN at tryarmra.com/DIANEGILMAN Connect with Diane Gilman: YouTube: @thedianegilmanFacebook: TheDianeGilmanInstagram: @thedianegilmanTikTok: @thedianegilmanWebsite & Mailing List: TheDianeGilman.comIf you enjoyed this episode, please leave a review, subscribe, and share it with friends! Remember: age is just a number. Together, we’ll prove that we’re all Too Young to Be Old.

    18 min
  7. 262.  How AI and Home Teams Are Reinventing Healthcare After 55

    FEB 3

    262. How AI and Home Teams Are Reinventing Healthcare After 55

    The Future of Aging at Home: AI, Home Teams, and Taking Control of Your Health In this episode of Too Young to Be Old, Diane Gilman sits down with Steve White, founder of Home Teams, to explore a radically different approach to aging, healthcare, and longevity. Instead of waiting for problems to show up in rushed doctor visits, Steve’s model centers on preemptive medicine, at-home monitoring, and building a “home team” of people and tools that genuinely care for you. They dive into how AI-powered coaching, on-demand nurse and doctor access, and at-home lab testing can help you stay out of crowded emergency rooms, prevent crises before they start, and keep you thriving in your own home for longer. Diane shares her own frustrations with traditional, pill-first medicine and her desire for control and collaboration in her care—something Home Teams is built to deliver. If you’ve ever felt rushed, dismissed, or confused in the medical system, this conversation offers a hopeful and deeply human alternative that blends technology, community, and self-responsibility. What you’ll hear in this episode Why Steve believes our current medical system is “broken” and why ownership of your health must start with you.How Home Teams uses AI “coach” technology to record doctor visits, summarize advice, and cross-check it against medical knowledge.The concept of preemptive medicine vs. traditional “preventive” care—and how it can change outcomes and costs.Real stories: Diane’s pushback on statins, Steve’s mother thriving at home with kidney failure, and an elder’s costs dropping from $12,000 to $3,000 a month.How at-home blood work, 24/7 nurse access, and coordinated teams support aging in place with dignity and control.Why AI isn’t replacing doctors here—but helping patients, caregivers, and clinicians communicate better and make smarter decisions together. Special Offers & Resources Mentioned: ✨A special segment on Partiqlar supplements for aging and inflammation! Are you ready for game-changing supplements that help support longevity and a healthy lifestyle as you age? Best NAD+ Supplements for Longevity | Only Pure Ingredients - use code "DIANE10" at checkout - https://partiqlar.com Connect with Diane Gilman: YouTube: @thedianegilmanFacebook: TheDianeGilmanInstagram: @thedianegilmanTikTok: @thedianegilmanWebsite & Mailing List: TheDianeGilman.com If you enjoyed this episode, please leave a review, subscribe, and share it with friends! Remember: age is just a number. Together, we’ll prove that we’re all Too Young to Be Old.

    29 min
  8. 261. Valentino, Versace, and Ralph Lauren: How the Legends Built Empires of Glamour

    JAN 29

    261. Valentino, Versace, and Ralph Lauren: How the Legends Built Empires of Glamour

    Step into the wild world of luxury fashion with Diane Gilman, your host and the original Queen of Jeans, as she unpacks the drama, nostalgia, and unapologetic glamour behind the Gucci brand. From mafia rumors to shocking family betrayals and legendary creative comebacks, Diane takes you on a riveting journey inside the iconic Italian houses—Gucci, Versace, Dolce & Gabbana—and reveals why some accessories hold more than memories; they hold history. Plus, Diane shares the secret to her lasting glow at 80, and why status even matters more with age. Expect candid stories, industry insights, and a celebration of fashion that refuses to play it safe. If you love luxury, history, and old-world artistry, this episode is a love letter to fashion at its most fearless. Tune in to discover: How Valentino's fiery red and legendary lifestyle made him fashion's eternal romantic.​Why Giorgio Armani became the architect of refined elegance — from interiors to billion-dollar branding.​Gianni Versace's audacious glamour, art obsession, and untouchable influence on celebrity culture.​The Gucci dynasty's rise, collapse, and transformation from family empire to corporate monolith.​The unstoppable legacy of Dolce & Gabbana—and the $15,000 jeans that started a movement.​Why Ralph Lauren remains America's last living fashion emperor, turning every home and runway into timeless aspiration.​How Yves Saint Laurent revolutionized women's fashion and lived as outrageously as he designed.​Diane's reflections on being part of fashion's most daring decades—and never living one day of life "regular". Special Offers & Resources Mentioned: ✨Use code "THEDIANEGILMAN" at checkout to receive 10% off your order — http://www.primeprometics.com/THEDIANEGILMAN Connect with Diane Gilman: YouTube: @thedianegilmanFacebook: TheDianeGilmanInstagram: @thedianegilmanTikTok: @thedianegilmanWebsite & Mailing List: TheDianeGilman.comIf you enjoyed this episode, please leave a review, subscribe, and share it with friends! Remember: age is just a number. Together, we’ll prove that we’re all Too Young to Be Old. #FashionThursdays #LuxuryFashion #CoutureIcons #Valentino #Armani #Versace #Gucci #DolceGabbana #RalphLauren #YvesSaintLaurent #TooYoungToBeOld #DianeGilman #FashionHistory #StyleLegends #AgingWithGlamour

    28 min
3.6
out of 5
7 Ratings

About

Too Young To Be Old is a podcast created to educate and inspire the 50+ community. In this weekly podcast host Diane Gilman and her wonderful guests will dive into a world of exciting topics relating to ageing- from nutrition, health, and wellness, to beauty and skincare, and everything in between. With the podcast Diane wants to empower and inspire women over 50 to embrace the aging process and pursue their passions and dreams, no matter their age. Connect with Diane on Facebook, Instagram, Tiktok and Youtube @thedianegilman or visit thedianegilman.com.

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