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  1. Masters of Scale
  2. How to break through a fear of failure, with Fawn Weaver & Van Jones
How to break through a fear of failure, with Fawn Weaver & Van Jones

How to break through a fear of failure, with Fawn Weaver & Van Jones

Masters of Scale · Jan 29, 2026

Fawn Weaver discusses building a billion-dollar brand by prioritizing an extraordinary life, authenticity, and love over a fear of failure.

Entrepreneurs Fear Public Embarrassment, Not Failure Itself

Fawn Weaver argues the paralyzing fear for many founders isn't the act of failing, but the shame of others witnessing that failure. If a venture failed in private, most founders wouldn't care. This reframes the core psychological barrier to taking risks and scaling.

How to break through a fear of failure, with Fawn Weaver & Van Jones thumbnail

How to break through a fear of failure, with Fawn Weaver & Van Jones

Masters of Scale·21 days ago

Treat Rejection as Divine Redirection to Maintain Resilience

To maintain resilience, Fawn Weaver reframes every "no" she receives. She views rejection not as a personal failure, but as a higher power redirecting her path. This mental model removes the personal sting, allowing her to stay emotionally detached and persistent in the face of constant pushback.

How to break through a fear of failure, with Fawn Weaver & Van Jones thumbnail

How to break through a fear of failure, with Fawn Weaver & Van Jones

Masters of Scale·21 days ago

Study Dead Titans for a Complete Blueprint, Not Living Mentors

Fawn Weaver rejects traditional mentorship, arguing living mentors have incomplete, often flawed, life stories. Instead, she studies biographies of historical titans to analyze their entire playbook—professional successes and personal failings—for a holistic model of an extraordinary life, not just a successful company.

How to break through a fear of failure, with Fawn Weaver & Van Jones thumbnail

How to break through a fear of failure, with Fawn Weaver & Van Jones

Masters of Scale·21 days ago

A Strong Personal Foundation of Love Is the Ultimate Business Moat

Fawn Weaver credits her professional fearlessness and authenticity to being deeply loved in her personal life. This emotional security makes her immune to public opinion and external validation, allowing her to take risks. This positions love not as a distraction from building, but as a core competitive advantage.

How to break through a fear of failure, with Fawn Weaver & Van Jones thumbnail

How to break through a fear of failure, with Fawn Weaver & Van Jones

Masters of Scale·21 days ago

Brands Built on Allyship Stories Are More Powerful Than Those Built on Hardship

Fawn Weaver pursued the Uncle Nearest story not because it was a narrative of exploitation, but because it highlighted Jack Daniel's allyship. She recognized that a story of love and honor in the face of racial tension was a more compelling and unique brand foundation than a familiar tale of victimhood.

How to break through a fear of failure, with Fawn Weaver & Van Jones thumbnail

How to break through a fear of failure, with Fawn Weaver & Van Jones

Masters of Scale·21 days ago

Draw Blueprints from Unrelated Industries When Yours Lacks Precedent

As a Black woman building a spirits empire, Fawn Weaver had no direct role models. Instead of being deterred, she looked outside her industry to historical titans like Andrew Carnegie. This allowed her to find relevant, industry-agnostic patterns for scaling and risk-taking from proven winners.

How to break through a fear of failure, with Fawn Weaver & Van Jones thumbnail

How to break through a fear of failure, with Fawn Weaver & Van Jones

Masters of Scale·21 days ago