Finding Fearless

Finding Fearless

Finding Fearless is an exploration of human-centric leadership and a celebration of ambition. Join host Madeline Reeves, CEO of Fearless Foundry, as she digs deep to learn from the lived experiences of underestimated entrepreneurs, innovators, creators, and fearless founders. Every episode presents an opportunity to learn from their successes—and struggles—while building a company on their own terms. Finding Fearless is produced by Fearless Foundry, a creative consultancy focused on advancing ambitious humans from around the globe to amplify their impact through branding, marketing, and business development.

Episodes

September 3, 2025 66 mins

In this liberating episode of Finding Fearless, Madeline Reeves sits down with her friend Jordan Maney, a radical joy coach and the creator of Rest Lab. Together, they explore why rest, joy, and grief are essential, especially for women and people of color.

Key themes include:

  • Jordan's personal journey from a highly regimented life to one rooted in rest and joy.
  • The vital importance of prioritizing rest in a culture that valu...
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In this restorative episode of Finding Fearless, Madeline Reeves sits down with Monica Le Baron, a bestselling author, sleep expert, and creator of Sleep Simplified. Together, they explore how prioritizing rest can profoundly transform your career, relationships, and overall well-being.

Key themes include:

  • Monica's personal journey from corporate burnout and insomnia to becoming a sleep expert.
  • The essential connection betwee...
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In this episode of Finding Fearless, I sat down with Francesca Phillips, founder of The Good Space. We dove into her journey from the music industry to becoming an advocate for purposeful living and creativity. Francesca shared her powerful experiences with depression and discovering her ADHD, and how these realizations shaped her unique approach to work and life.

We discussed the pervasive "hustle mindset" and w...

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In this enlightening episode of Finding Fearless, Madeline explores "Fearless Finance" with Martin Kamenski, CEO and founder of Revel CPA. Together, they delve into Martin's unique journey bridging the worlds of theater and finance, and his powerful mission to break down barriers to generational wealth for underrepresented communities.

Key themes include:

  • Martin's unconventional career path, spanning performin...
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In this inspiring episode of Finding Fearless, I sit down with Henna Pryor, a workplace performance expert, award-winning author, and keynote speaker whose journey from corporate conformity to entrepreneurial authenticity challenges everything we think we know about professional success.

Key themes we explored:

  • Henna's bold leap from Big Four accounting to founding her own venture
  • Why traditional definitions of success are fa...
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In this introspective episode of Finding Fearless, Madeline Reeves and Jamie Engelhardt explore the essence of human-centric leadership and the critical alignment of mission, values, and actions in business.

Madeline introduces a new segment, "Tea with the Team," featuring a candid conversation with CMO Jamie. Together, they delve into:

  • The common inconsistencies found within "mission-driven" organizations.
  • The...
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In this episode of Finding Fearless, Madeline Reeves sits down with Catherine Perez and Marianna Di Regolo, the queer married founders of FAMM. Together, they explore their professional journeys and their mission to build a thriving, inclusive queer economy that challenges traditional business networks.

Key themes include:

  • The systemic barriers and funding challenges faced by LGBTQ+ professionals and entrepreneurs
  • Their commitment...
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In our latest episode of Finding Fearless, we had the privilege of speaking with Tricia M. Taitt, CEO of FinCore and fractional CFO who's transforming how women entrepreneurs approach their finances. Her journey from Wall Street executive to financial empowerment advocate offers powerful insights into building a sustainable, values-driven business.

Key themes include:

  • The critical importance of financial literacy for entrepr...
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In this episode of Finding Fearless, Madeline Reeves sits down with Marcia Dawood, author, TEDx Speaker, podcast host, and early-stage investor. Together they explore Marcia's mission to transform angel investing from an exclusive club into an accessible pathway for everyday people to fund innovation and create positive change.

Key themes include:

  • Marcia's journey from corporate finance to passionate advocate for invest...
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In our latest episode of Finding Fearless, we had the privilege of speaking with Catherine Gray, general partner at Silicon Valley Women Founders Fund and CEO of She Angel Investors. Her journey from advertising executive to venture capital pioneer offers powerful insights into the transformation happening in the investment landscape.

Key themes include:

  • The unique challenges women face in securing venture capital funding.
  • The pow...
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In this episode of Finding Fearless, Madeline Reeves sits down with Amanda Ralston, a queer and neurodivergent serial entrepreneur and the visionary behind Non-Binary Solutions. Together, they explore Amanda's groundbreaking work in transforming autism care through innovative and inclusive approaches.

Key themes include:

  • Amanda's 25-year journey in applied behavior analysis and its evolution
  • The development of her innova...
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In this powerful episode of Finding Fearless, Madeline Reeves sits down with Tanesha Grant, founder of Parents Supporting Parents NY and Moms United for Black Lives NYC. Together, they unpack the profound impact of community organizing, grassroots advocacy, and the fight for equity within systems that have historically marginalized Black families. 

Key themes include:

  • The systemic barriers faced by marginalized families within th...
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In this episode of Finding Fearless, Madeline Reeves sits down with Deb Boulanger, founder of Life After Corporate. Together they explore Deb's transformative journey from the corporate world to purpose-driven entrepreneurship, focusing on aligning ambition with authentic leadership.

Key themes include:

  • Unlearning corporate conditioning and trusting intuition.
  • The concept of business as a transfer of energy.
  • The importance of ...
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In this episode of Finding Fearless, Madeline sits down with Mary Williams, founder of Sensible Woo. Together they explore Mary's journey from corporate librarian and digital archivist to intuitive business strategist, focusing on helping entrepreneurs integrate intuition with practical business systems.

Key themes include: the evolution of online business landscapes, building systems that honor individuality, shifting away fro...

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In this episode of Finding Fearless, Madeline sits down with Holly, founder of Ask Holly How and host of the Cultures Within Capitalism podcast. Together they explore Holly's diverse journey from professional ballet and music therapy to business consultancy, focusing on building businesses that align with personal values.

Key themes include: navigating intuition versus fear in entrepreneurial decisions, the flaws of the capital...

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In this episode of Finding Fearless, Madeline sits down with Erica Smith, sex educator and founder of Purity Culture Dropout. Together they explore Erica's journey from nonprofit sexual health work to entrepreneurship, focusing on helping individuals deconstruct harmful messages about sexuality.

Key themes include: the challenges of becoming an entrepreneur, ethical sales practices, the importance of community, and the impact o...

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In this episode of Finding Fearless, Madeline delves into human-centric leadership and the spirit of ambition as she converses with Kelly Ann Winget, the founder of Alternative Wealth Partners (AWP). Kelly shares her journey of raising nearly a billion dollars in private capital, advocating for financial empowerment, and redefining wealth. The conversation spans various topics, including Kelly’s experiences in male-dominated indust...

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December 21, 2024 29 mins

In this special season wrap-up of the Finding Fearless podcast, host Madeline revisits the powerful conversations of the past year. She reflects on the theme of liberation in entrepreneurship, exploring how guests have turned their challenges into opportunities for personal and professional freedom. The episode highlights impactful discussions with inspiring figures like Podge Thomas, Lauren Burgess, Meredith Fennessy Witts, Briann...

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In this solo episode of 'Finding Fearless,' host Madeline shares her personal journey from a global business development leader in FinTech to founding Fearless Foundry. She delves into the creation and mission of the Figure 8 community and mastermind program, aimed at supporting ambitious, mission-driven founders. The episode outlines the structure of the Figure 8 program, its focus on branding, marketing, pricing, and mo...

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November 20, 2024 18 mins

In this episode of Finding Fearless, Madeline discusses the importance of businesses in driving social change post-2024 election. She shares her personal journey and the role entrepreneurship plays in economic empowerment. Madeline emphasizes the significance of hiring inclusively, offering comprehensive benefits, and utilizing financial influence to support marginalized communities. The episode serves as a rallying cry for sociall...

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