Name: Lindsey Davidson Paley (@withlovelenny)

Occupation: Founder of LENNY, a Los Angeles-based vintage denim brand bringing jeans back to life with meticulous tailoring and personalization, creating one-of-a-kind pieces designed to fit bodies perfectly.

Day: Teaching the importance of pinning to the team, handwritten to-do lists, and saving time to journal after putting the kids to bed.

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Produced by Dear Media.

This episode may contain paid endorsements and advertisements for products and services. Individuals on the show may have a direct, or indirect financial interest in products, or services referred to in this episode.

Name: Jacob Schwartz (@jacobschwartzhair)

Occupation: Hollywood hair colorist and creative force behind some of the most talked-about color transformations in pop culture, including Margot Robbie, Troye Sivan, Charli XCX, Sydney Sweeney, and more.

Day: Prioritizing early wakeups in 2026, preparing for color transformations with self-care, and underbooking his schedule to be available for last-minute appointments.

For more DITL, follow along online:

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YouTube: @dearmediastudio

TikTok: @dearmedia

Produced by Dear Media.

This episode may contain paid endorsements and advertisements for products and services. Individuals on the show may have a direct, or indirect financial interest in products, or services referred to in this episode.

Name: Dee Ocleppo Hilfiger (@mrshilfiger)

Occupation: Designer, entrepreneur, and creative force behind some of fashion’s most iconic names, including DO by Dee Hilfiger, Mrs. H on QVC, and Judith Leiber Couture. Dee is now featured in Amazon Prime Video’s The CEO Club, spotlighting women shaping the future of leadership and entrepreneurship.

Day: Strong espresso every morning, getting outdoors whenever possible, and weekly family scheduling calls.

For more DITL, follow along online:

Instagram: @ditlpod, @paigemport, and @dearmediastudio.

YouTube: @dearmediastudio

TikTok: @dearmedia

Produced by Dear Media.

This episode may contain paid endorsements and advertisements for products and services. Individuals on the show may have a direct, or indirect financial interest in products, or services referred to in this episode.

Name: Dr. Leonard Guarente (@elysiumhealth)

Occupation: World-renowned longevity expert, dubbed the "grandfather of the booming longevity movement," Novartis Professor of Biology at MIT, and co-founder and chief scientist at Elysium Health, a science-backed supplement company.

Day: Complex carbohydrates at breakfast to avoid insulin spikes, prioritizing balance exercises, and enjoying socializing with family at dinner.

For more DITL, follow along online:

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YouTube: @dearmediastudio

TikTok: @dearmedia

Produced by Dear Media.

This episode may contain paid endorsements and advertisements for products and services. Individuals on the show may have a direct, or indirect financial interest in products, or services referred to in this episode.

Name: Sara Walker (@styledsara)

Occupation: Los Angeles–based stylist, fashion consultant, and content creator whose effortless, elevated style has made her one of the most influential voices in fashion today, working with major outfitters like J.Crew, Bvlgari, Jimmy Choo, Nordstrom, and Reformation.

Day: Half-hour morning dog walk, fitting in wedding planning between meetings, and always packing a steamer in her suitcase every time she travels.

For more DITL, follow along online:

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YouTube: @dearmediastudio

TikTok: @dearmedia

Produced by Dear Media.

This episode may contain paid endorsements and advertisements for products and services. Individuals on the show may have a direct, or indirect financial interest in products, or services referred to in this episode.

Name: Amy Liu (@amyliu_t28)

Occupation: Beauty industry veteran, entrepreneur, and the founder and CEO of Tower 28 Beauty.

Day: Being a regular at her local coffee shop, prioritizing professional development meetings with staff, and avoiding work on the weekends.

For more DITL, follow along online:

Instagram: @ditlpod, @paigemport, and @dearmediastudio.

YouTube: @dearmediastudio

TikTok: @dearmedia

Produced by Dear Media.

This episode may contain paid endorsements and advertisements for products and services. Individuals on the show may have a direct, or indirect financial interest in products, or services referred to in this episode.

Name: Lili Aghaei (@liliaghaei_)

Occupation: Entrepreneur, curator, and the founder of The Vintage Marché. What started as her personal passion project has grown into a global destination for collectors and lovers of vintage luxury, like Kendall Jenner, Hailey Bieber, and many more.

Day: Prioritizing her postpartum skincare routine, sourcing vintage pieces from overseas, and spending the evening winding down with family.

For more DITL, follow along online:

Instagram: @ditlpod, @paigemport, and @dearmediastudio.

YouTube: @dearmediastudio

TikTok: @dearmedia

Produced by Dear Media.

This episode may contain paid endorsements and advertisements for products and services. Individuals on the show may have a direct, or indirect financial interest in products, or services referred to in this episode.

Name: Jade Iovine (@jadeiovine)

Occupation: Writer, podcast host, and the sharp, self-aware voice behind the unfiltered Dear Media podcast, "Live From Bed".

Day: Morning news from bed, curating the perfect baby registry, and eating fusilli pasta at 3 AM.

For more DITL, follow along online:

Instagram: @ditlpod, @paigemport, and @dearmediastudio.

YouTube: @dearmediastudio

TikTok: @dearmedia

Produced by Dear Media.

This episode may contain paid endorsements and advertisements for products and services. Individuals on the show may have a direct, or indirect financial interest in products, or services referred to in this episode.