Sir John & Brooke on Practicing Radical Self-Care In Work & Life

Jan 12, 2026

54:19

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Sir John, Naked Beauty’s favorite cousin, is back for another insightful episode. Sir John has been part of the Naked Beauty family since his first visit as a guest and later as a recurring co-host. Each time he visits the pod, we leave the conversation with master tips for makeup application and building an aligned creative career. Since his last visit, Sir John has continued to expand his career globally and now works as Medicube’s Global Creative Director. We learn exactly what it means to be a creative director and how his time in Seoul has helped him better understand what it means to consider your heritage in your everyday life. We also cover what's inspiring us right now, and how to determine good art from great art, in beauty, film, music, and more. As always, Sir John drops gems about how he has become an icon in the beauty industry without compromising his personal or professional boundaries.

Our chat begins with Sir John, explaining why he doesn’t create New Year's resolutions and instead prioritizes radical self-care and discipline each day. We talk at length about caring for ourselves mentally and physically, especially overcoming emotional setbacks, and what it’s like having to be “on” professionally. Having such a public-facing career means that he has learned why being authentically yourself at work isn’t necessary, and how to be honest about working through grief on the clock. The greater part of the episode considers the parallels between corporate and creative careers and includes great advice for burgeoning creatives. For example, we provide actionable tips for how to stand out at work and how breathwork can soothe pre-Zoom anxiety. And, Sir John’s most important lesson? Never lose the thug in yourself.

Tune in as we discuss:

(1:26) Why Sir John Doesn’t Make New Year's Resolutions

(1:48) Radical Self-Care Includes Discipline

(4:15) How Brooke Has Put Other Creatives On

(5:00) You Shouldn’t Be Your Full Self In Corporate Spaces

(6:40) The Difference Between Code Switching And Translating

(7:05) What It’s Like Working With Global Companies

(7:30) How South Korea Celebrates Its Heritage In Everyday Practices

(8:07) Being Medicube’s Global Creative Director

(9:15) Drawing Inspiration: The Chanel Subway Fashion Show And Sinners

(15:01) Overcoming Mental Setbacks

(18:10) The True Cost Of “Pulling A Look” For Events

(23:10) Why Zoom Meetings Are Anxiety-Inducing

(25:15) Career Advice: Be More Enthusiastic

(27:00) Understanding The Gen-Z Stare

(31:48) Reducing Stress Is A Key To Good Health

(34:48) Sir John & Brooke Play Boundaries Bingo

(36:35) Unlearning Saying Yes When You Really Mean No

(41:26) Why Sir John Doesn’t Work Weekends

(46:28) Grieving AJ Crismson, His Friend & Beauty Pioneer, Before A Major Shoot

(49:54) Why You Should Call Out Disrespect Immediately

(50:50) Why He Won’t Work With Nicki Minaj

(54:01) Don’t Lose The Thug In You

(59:45) Sir John’s Holistic Beauty Cabinet

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