It’s all about the Big Willy energy these days. What was once an independent, primarily menswear label showing at New York Fashion Week has become a full-blown fashion brand known for staging high-quality productions and often politically charged shows during the Paris men’s collections. The paradox of Willy Chavarria is that, despite the wide reach of his media storms, he’s still being discovered by new audiences even now. The illusion of overnight success is almost always backed by stories of hard work, an enduring willingness to prevail, and a commitment to learning everything one can along the way. His story strikes all of the favorite chords in any good human interest story: growing up as an outsider, learning to live with no regrets, and realizing that we always stand to benefit from thinking big. 

“It's not like I haven't been beaten down to shit a million times in my life, because for sure I have. It's just that I've continued to get back up.” - Willy Chavarria 

Episode Highlights:

02:18–03:17 | Growing a Fashion Brand From the Ground Up

03:58–06:20 | Growing Up an Outsider and Finding His Imagination

06:20–08:25 | How San Francisco’s ’90s Club Culture Changed Everything

09:54–12:24 | Why Personal Style Matters More Than Fashion

12:24–14:06 | Fashion as Perception, Storytelling and Self-Expression

14:07–15:58 | The Work History That Taught Him How to Build a Brand

15:58–17:40 | Starting a Brand at 40 and Knowing When You’re Ready

17:40–19:24 | Letting Go of Regret and Taking Control of Your Destiny

19:45–22:32 | Building a Brand Around Positivity, Inclusivity and Human Dignity

22:32–25:11 | When Political Conviction Becomes Part of the Brand

25:27–28:40 | Finding Joy in the Middle of a Horror Show

32:17–34:09 | The Ambition to Become the Next Ralph Lauren

34:10–38:42 | Redefining the Boundaries Between Menswear and Womenswear

41:47–44:04 | Why Loyalty Is Radical in Fashion

44:14–46:12 | Casting as Emotional Storytelling

48:34–50:57 | Why Paris Represents a New Chapter for Fashion

53:38–55:27 | Taking Fashion Beyond Clothes Into Music, Film and Entertainment

55:27–57:21 | Silencing the Inner Saboteur and Learning to Say “So What?”

57:23–58:38 | Taking Willy Chavarria Global

58:38–01:02:38 | Building a Life and Business With the Person You Love

01:02:40–01:04:39 | What Is Contemporary Now? Thinking Bigger Than Ourselves

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