The GaryVee Audio Experience

If You Don't Ask, You Don't Get

Nov 2, 2019
Heather Monahan, a best-selling author and keynote speaker, discusses the art of asking and overcoming fear. She shares insights on how vulnerability can enhance social media presence and personal brand. Heather also reflects on societal pressures that women face, especially in public speaking. The conversation includes strategies for building confidence, handling judgment, and cultivating a bold mindset. Her experiences blend humor with wisdom, encouraging listeners to embrace their fears and seek growth opportunities.
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ANECDOTE

Rapping Interview Entrance

  • Heather Monahan pitched a non-traditional interview entrance with Jesse Itzler, rapping to Biggie Small's "Mo Money Mo Problems".
  • While Zach Nadler rejected the idea, it made her memorable, proving that even unsuccessful asks can have positive impact.
INSIGHT

Business vs. Personal Asks

  • Gary Vaynerchuk and Heather Monahan are better at asking in business than in their personal lives.
  • They find it easier to navigate business risks than social situations.
ANECDOTE

From Fired to Speaker

  • Heather Monahan, after being fired from her corporate job, transitioned to a speaking career.
  • This shift, though initially scary, gave her more control and a sense of safety compared to corporate life.
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