👗🤖 How ChatGPT Improved My Fashion Style. Or Did It? episode artwork

EPISODE · Mar 3, 2026 · 13 MIN

👗🤖 How ChatGPT Improved My Fashion Style. Or Did It?

from Peggy Van de Plassche · host Peggy

👗🤖 How ChatGPT Improved My Fashion Style. Or Did It?My sense of style took a very real downturn during the pandemic.Not because I suddenly stopped owning nice things (multiple closets, still standing). Not because I ran out of skincare (I could open a small apothecary). But because I felt… uninspired. A bit at a loss.Then a friend told my husband and I how he used ChatGPT to upgrade his closet: 📸 he photographed everything (including suits in deep retirement) 🧠 asked for a diagnosis ✂️ got ideas like tailoring for a modern cut, changing buttons, what to store, what to give away …plus best colors, glasses, haircut — the whole “AI stylist” package.I didn’t go full inventory mode (I’m not running a warehouse). But the seed was planted.So I tested it in a more realistic way: 🎥 YouTube — but with intent (I research, I don’t scroll) 🎨 ChatGPT — for color analysis (20 seconds, bam… plus very obscure shades I can’t find anywhere) 😬 Then I uploaded a few no-makeup, natural-light photos for hair/skin/makeup advice and learned:My “French girl hair” is… not a strategyMy left profile wins (apparently Bezos has billions, I have eyebrow symmetry)I’m oval-faced (identity shift)I’m not (yet) a facelift candidateA dermatologist appointment was politely suggested (of course)Then I went back to YouTube for body shape advice because… yes, there are limits to what I’m uploading.The real punchline: AI is great at patterns. But it still needs your context, preferences, and critical thinking.It’s a servant. Not a master. Even in fashion.Full story in the newsletter — witty, practical, and mildly humiliating. 👇 Link in comments.#PersonalBrand #AI #ChatGPT #Style #SlowFashionPeggy Van de Plassche is a value creation strategist and senior advisor with over 20 years of experience in private equity, financial services, healthcare, and technology. She works with investment firms, boards, and C-suite leaders to accelerate portfolio company performance, drive operational transformation, and unlock long-term value. Peggy specializes in the execution of complex value creation plans—spanning capital allocation, digital enablement, transaction advisory, and leadership alignment. Her work consistently bridges strategy and implementation, helping investors and operators maximize EBITDA and enterprise value. A founding board member of Invest in Canada, she also brings deep expertise in public-private partnerships and institutional capital deployment—critical levers for competitive advantage in today’s global landscape. Her clients have included BMO, CI Financial, HOOPP, OMERS, GreenShield Canada, Nicola Wealth, and Power Financial. Learn more at peggyvandeplassche.com.#privateequity #privatemarkets #alternativeinvestments #investing #investments #invest #venturecapital #investor #entrepreneur #digitaltransformation #ai #exit #tech #technology #finance #financialservices #healthcare

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👗🤖 How ChatGPT Improved My Fashion Style. Or Did It? My sense of style took a very real downturn during the pandemic. Not because I suddenly stopped owning nice things (multiple closets, still standing). Not because I ran out of skincare (I could open a small apothecary). But because I felt… uninspired. A bit at a loss. Then a friend told my husband and I how he used ChatGPT to upgrade his closet: 📸 he photographed everything (including suits in deep retirement) 🧠 aske...

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👗🤖 How ChatGPT Improved My Fashion Style. Or Did It?

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