Lipstick on the Rim

Who are you when nobody needs you the same way anymore? After 25 years as a stay-at-home mom raising three kids, Helen Boulos faced the quiet house she'd dreaded for years and decided quiet wasn't her style. She taught herself Canva, launched an anonymous Instagram account under a made-up name, then dropped the alias to become the voice behind Out of Office, now one of the most candid, funny, and refreshingly unfiltered communities for women reinventing themselves in midlife.

Rather than overthinking the next chapter with notebooks, five-year plans, and a stack of self-help books, Helen makes the case for motion: start before you're ready, stay curious like a beginner, and stop second-guessing every decision. She opens up to Molly and Emese about the moment she decided to be okay, why the invisible load leaves so many moms convinced they "did nothing" for decades, and why she believes there's never been a better time to be a 50-something female entrepreneur.

Plus: what happened to her marriage once the kids left, surviving three teenagers during COVID, breaking a generational cycle through 18 years of sobriety, and why women in midlife should stop waiting for permission to do anything.

A Sony Music Entertainment production. 

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Why can't we look away from complicated women who break the rules? May Cobb, the bestselling author and executive producer behind Netflix's The Hunting Wives, joins Molly and Emese to unpack our fascination with dark thrillers, complicated female characters, and the women we love to watch make terrible decisions.

Drawing on her upbringing in East Texas, May shares how Southern culture inspires her writing, why female friendships can feel more intense — and sometimes more treacherous — than romance, and why likability isn't necessarily the point.

Plus: her favorite thriller novels, why "bless your heart" might be the ultimate Southern threat, a tease of The Hunting Wives season two, and a round of thriller-writer hot takes, including who's the bigger red flag: the husband or the best friend.

A Sony Music Entertainment production. 

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How does a meme account turn into Not Skinny But Not Fat? Amanda Hirsch built her platform one meme at a time back in 2016, learning early on, as she puts it, that "you can get to people just by saying something about them." A Hulu hosting gig and one surprising royal pen pal later, she's back on Lipstick on the Rim to unpack the year that pushed her out of her comfort zone and into some of the biggest rooms in pop culture.

Rather than treating her "year of yes" as permission to say yes to everything, Amanda used it to figure out exactly what's worth her time — landing on a lesson Molly sums up perfectly: the power of saying no is your biggest yes. She opens up about staying fair with her opinions on an increasingly divisive, algorithm-driven internet, and about the two interviews that left the biggest mark on her.

Plus: the story behind Amanda's one-way pen pal relationship with Meghan Markle, her take on the internet's escalating influencer-culture debates, her dream of hosting a late-night talk show, and an honest conversation about having kids in your 40s.

A Sony Music Entertainment production. 

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Why is looking like yourself the hardest thing to pull off in makeup? Gucci Westman, the makeup artist behind some of the most photographed faces in Hollywood and the founder of Westman Atelier, has spent over two decades perfecting skin that looks lit from within, and this week she's teaching Molly and Emese how to achieve it.

Rather than piling on product, Gucci makes the case for a smaller, smarter "wardrobe of makeup." She explains how years of character work shaped her belief in authenticity over polish, and why the goal is never a mask. She also gets candid about scrapping an entire foundation launch to start over from scratch, and what went into the new Suprême Bio-Complex Liquid Foundation, a 30-shade formula built to keep a natural radiance all day.

Plus: her theory on choosing your foundation shade by undertone, how to bronze and warm up your skin, why every look needs a pop of color, how she contours without looking "makeup-y," and the Restraint Test: what you can skip in your routine and what you absolutely can't.

A Sony Music Entertainment production. 

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Is your closet actually working for you, or are you just buying trend after trend and hoping something sticks? This season, Molly and Emese are doing fall differently — instead of chasing what's new, they're breaking down what’s actually worth buying and why the same pieces keep coming back season after season.

Rather than treating repeat styles as boring, they make the case that repetition is the smartest signal there is — if a brand keeps bringing back the same silhouette or bag year after year, it's usually because it's actually worth the investment.  From cashmere knits to the perfect pair of jeans, they're walking through how to spot the pieces built to last 

Plus: why lace is officially here to stay, why suede is a year-round staple, why navy is the new black, the denim styling trick that can make your look, and the jewelry rule that finishes any outfit.

Visit Macys.com for your fall fashion needs

A Sony Music Entertainment production. 

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Ever notice how the beauty industry seems to profit most when you're the most confused about what your skin actually needs? Mrs. Derm (aka Melissa Coleman) — skincare educator, content creator, and wife of a prominent New Orleans dermatologist — has built her following on refusing to play that game, translating the confusing, expensive world of dermatology into advice women can actually use, and this week she's telling Molly and Emese exactly what's worth it and what's marketing noise.

Rather than chase every new device or serum, she breaks down why her own routine is almost aggressively simple, and why the actives that get real results are the boring, consistent ones — not the expensive ones. 

She gets refreshingly honest about everything from red light masks and RF microneedling to fillers, facelifts, fat transfer, and the skincare products that are actually worth your money.

Mrs. Derm also walks through how watching procedures up close for years changed the way she thinks about surgery, fillers, and when "waiting it out" stops making sense, and makes her case for the one product she believes converts everyone who commits to it.

A Sony Music Entertainment production. 

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What if the goal was never "optimization" at all? Dr. Amanda Kahn is one of the most sought-after longevity doctors working today, and she built her practice from the inside out — after a mysterious postpartum health crisis left doctors with no diagnosis and no answers, she left traditional medicine to figure out what actually helps people recover, feel like themselves, and stay well as they age.

Rather than chasing the next buzzy supplement or hormone hack, Dr. Kahn's philosophy is about resilience: understanding your baseline, your genetics, and your bloodwork so your body has what it needs to bounce back faster — from an injury, a cold, jet lag, or years of just feeling "off."

Plus: why the peptide black market is more dangerous than people realize, what BPC-157 and TB4 actually do for injury recovery, how GHK supports collagen and skin from the inside out, what the Women's Health Initiative really got wrong about hormone replacement therapy, and her go-to protocol for beating jet lag.

A Sony Music Entertainment production. 

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Is it possible to actually feel ahead of back-to-school instead of one step behind it? Molly and Emese have been through this chaos season enough times to have real systems — not just tips, but systems — for schedules, screentime, wardrobe, and everyone's sanity.

Rather than pretending they have it all figured out, they walk through exactly what works in their own houses: the Sunday reset that maps out the whole week before it starts, the "mom uniform" that gets you from drop-off to dinner without a wardrobe crisis, and the screentime conversations that actually need to happen before the year ramps up.

Plus: carpool systems that save your sanity, how to source a tutor, the birthday-gift stockpiling trick that makes you the most popular parent in the group chat, and why "ignorance is not bliss" when it comes to what's happening on your kid's phone.

A Sony Music Entertainment production. 

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Why do we keep repeating the same patterns even when we can see them clearly? And what’s actually keeping us stuck?

Transformational coach and author Jim Curtis joins Molly and Emese to talk about why getting unstuck isn’t about more hustle or willpower — it’s about releasing the fears and limiting beliefs that keep us frozen, aligning with what we actually want, and becoming the person who can create the life we want.

Jim shares why fear is “protection, not a prophecy,” how worthiness and safety shape so much of what we chase, and why even highly successful people can struggle with feeling like they’re not enough. Plus, Jim hypnotizes Molly live, shares his simple “happiness toolkit,” explains why closing our emotional “open loops” can help us move forward, and offers advice on knowing when it’s time to fight for a relationship — or let it go.

Jim’s new book, The Book of Possibility, is out September 1.

A Sony Music Entertainment production. 

Find more great podcasts from Sony Music Entertainment at sonymusic.com/podcasts and follow us at @sonypodcasts 

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Mentioned in the Episode: 

The Book of Possibility

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Ever drink water all day and still feel like your skin looks dry, dull, or depleted? Molly and Emese break down why hydration and moisture aren't the same thing — and why your skin needs both.

They get into the biggest end-of-summer skin stressors, from sun and travel to alcohol and air conditioning, plus the skincare ingredients, products, and everyday habits that can help restore hydration and support your skin barrier.

Plus: why the "eight glasses a day" rule isn't one-size-fits-all, the truth about electrolytes and internal hydration, and Molly's backstage-inspired new YISE Beauty product built to bridge the hydration-moisture gap in one step.

A Sony Music Entertainment production. 

Find more great podcasts from Sony Music Entertainment at sonymusic.com/podcasts and follow us at @sonypodcasts 

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