Deal Flow Diaries

The Founder Mindset with Giovanni Vaccaro of Glamsquad & Peak Mode Coaching

Alexandra Fairweather & Elaine Chamerblain Season 1 Episode 14

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0:00 | 39:57

In Episode 14 of Deal Flow Diaries, Alexandra and Elaine sit down with Giovanni Vaccaro, co-founder of Glamsquad and founder of Peak Mode Coaching, to explore the mindset behind building one of the beauty industry's most recognizable brands. Giovanni shares his journey from growing up in his family's Italian restaurant to becoming one of New York City's top hairstylists before leaving the security of a thriving career to help reinvent the beauty industry through on-demand services. 

What began as a leap into cosmetology with no experience evolved into nine years at Frédéric Fekkai, where relentless discipline, curiosity, and relationship-building laid the foundation for Glamsquad, bringing luxury beauty services directly into clients' homes. Today, Giovanni also coaches founders, executives, and high performers through Peak Mode Coaching, helping them develop the identity, confidence, and habits required to reach their next level. 

Join us as we talk about: 

  • Why confidence isn't something you're born with. It's built by keeping promises to yourself. 
  • How embracing discomfort, rather than avoiding it, creates the biggest opportunities for growth. 
  • Building Glamsquad by deeply understanding both the customer and the professional behind the service. 
  • Overcoming imposter syndrome while raising venture capital, and learning how to add value without pretending to know everything. 
  • Why the strongest teams are built around complementary strengths, preparation, and clearly defined roles. 
  • The identity-first coaching framework Giovanni uses to help founders, executives, and entrepreneurs unlock higher performance and avoid living with regret. 

Whether you're building a company, leading a team, navigating a career transition, or simply looking to become a better version of yourself, this conversation offers a thoughtful look at what it takes to turn uncertainty into momentum—and ambition into lasting impact. 

Follow Giovanni Vaccaro & Glamsquad

Instagram: @giovannivaccaro, @glamsquad 

Website: giovaccaro.com, glamsquad.com 

LinkedIn: Giovanni Vaccaro 

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Recorded at The Newsstand Studios at Rockefeller Center.

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