Behind the Scenes of PitchWell: Empowering Human Voices in an AI World
Release Date: 08/03/2025
Building in Sicily: Startup Dreams and Sacred Days
Becoming You Podcast
Welcome back, or "ciao amici"! In this deeply personal catch-up episode, I'm pulling back the curtain on the last 90 days, an adventure that's included moving the entire family (and dog!) to Sicily for a sabbatical AND launching a beta product, PitchWell. It's been a time of immense "good and growth, the hard and the holy". I'm sharing what it's really like to live abroad past the "vacation phase", navigate being a beginner again, and build a startup from Sicily. This episode is part travel diary, part startup update, and all about what happens when you say yes to the things you "can only...
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Do It Fat: Reclaiming Visibility, Worth, and the Space You Deserve with Sara Chambers
Becoming You Podcast
Sara Chambers is a brand strategist, TEDx speaker, best-selling author, and the CEO of Elly and Nora Creative, a full-service agency that builds brave, bold, brag-worthy brands for entrepreneurs who are ready to lead with purpose and power. With a background in marketing, PR, and communications for nonprofits and a variety of personal and lifestyle brands, Sara has spent nearly two decades helping thought leaders clarify their message, amplify their mission, and own their space. She’s also the founder of Chicks Who Give a Hoot, a nonprofit mobilizing women entrepreneurs as a force for good...
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Behind the Scenes of PitchWell: Empowering Human Voices in an AI World
Becoming You Podcast
In this high-energy and deeply personal episode, I’m pulling back the curtain on the second big secret I’ve been keeping. PitchWell, my new AI-powered visibility platform built for thought leaders, experts, and entrepreneurs who are ready to be seen. What started as a soul slap at a women’s event in Palo Alto turned into a whirlwind of ideation, innovation, and execution, and I’m taking you behind the scenes of it all. From building a startup in 60 days using AI and no-code tools to reimagining how visibility and PR should work in today’s noisy, algorithm-driven world, this...
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Planning, Packing, and Pursuing Dreams: The Road to Sicily
Becoming You Podcast
In this heartfelt and inspiring episode, I’m finally sharing the full story of our family’s move to Italy, a dream over a decade in the making. From the first conversations with my husband about living abroad to packing up our life and saying yes to a brand new chapter in Sicily, I’m taking you behind the scenes of the emotional, logistical, and entrepreneurial journey it took to get here. I open up about why we chose Sicily, how we’re navigating parenting and business in a brand-new country, and what it means to align your life with your values, even when the path is uncertain....
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Introducing the Big Guy: A Decade + of Marriage, Growth, and Staying Connected
Becoming You Podcast
In this heartfelt and candid episode, I’m sitting down with my husband, Igino Cafiero, to share an unfiltered look inside our 14-year relationship. From meeting on Match.com to navigating long-distance dating, marriage, miscarriage, entrepreneurship, and raising two kids, we’re opening up about the real moments that have shaped us—both the beautiful and the hard. Together, we talk about what it takes to build a resilient marriage, why radical honesty has been our compass, and how we keep growing individually and together. Whether you’re in a long-term partnership or dreaming of...
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Enneagram Meets the Spotlight: Finding Your Aligned Visibility
Becoming You Podcast
In this special business bestie episode of Becoming You, I’m joined by my dear friend and Enneagram wizard, Tracy O’Malley, for a candid, hilarious, and deeply practical conversation about the paradox of visibility—why we ache for it, why we sabotage it, and how our Enneagram type quietly dictates both. We unpack the emotional rollercoaster of being seen, the sneaky ways we hide (even while appearing visible), and why alignment matters more than any perfectly polished pitch. Whether you’re an entrepreneur, a coach, or simply someone craving more impact, this episode will help you...
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The Truth About Visibility: Why You Must Show Up Before You Feel Ready
Becoming You Podcast
In this solo episode, I’m pulling back the curtain on what it takes to feel visible and confident—before you think you’re “ready.” Over the years, I’ve seen so many brilliant women (including myself!) get stuck in comparison, perfectionism, and impostor syndrome. Today, I’m sharing the mindset shifts and tactical tools that have helped me—and my clients—step into the spotlight with more ease, clarity, and purpose. From my 3-part framework for defining your unique expertise to actionable tips for pitching yourself, this episode is your reminder that you don’t have to...
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Higher Self Habits for Women Who Want More
Becoming You Podcast
In this empowering in-person conversation, Rebecca Cafiero is joined by habits expert, bestselling author, and former tech executive Alessia Citro to unpack the truth behind habit formation and how to build a life that actually supports the woman you’re becoming. Alessia shares her deeply personal journey from burnout and overachievement to the creation of her Higher Self Habits method, designed specifically for high-performing women craving alignment, energy, and meaning. Through science-backed insight and feminine wisdom, this episode reveals why rigid routines don’t work—and how to...
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Business Class Boundaries: How I Take 10 Weeks Off a Year Without Falling Behind
Becoming You Podcast
In this inspiring solo episode, Rebecca Cafiero shares her journey balancing entrepreneurship, family life, and her passion for travel, specifically as she prepares for a month-long European trip. Through transparent storytelling and actionable strategy, Rebecca unpacks what it takes to design a life and business that honors ambition and joy. From planning extended time off and traveling with kids to leveraging tools like AI for smarter travel, this episode is your permission slip to live first, without sacrificing momentum in your business. Whether you're an entrepreneur, a busy parent,...
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Frameworks That Sell: Amanda Walker on Coaching Smarter
Becoming You Podcast
In this value-packed, in-person interview, Rebecca sits down with master business mentor and “coach’s coach” Amanda Walker to discuss what every entrepreneur needs now more than ever—trust, frameworks, and results-driven offers. With skepticism rising in the online space, Amanda and Rebecca tackle what they call the “trust recession” in coaching—and how coaches can rise above the noise by building real transformation into their businesses. From Amanda’s proprietary Small Bite Offer methodology to her proven process for transforming lived experience into repeatable frameworks,...
info_outlineIn this high-energy and deeply personal episode, I’m pulling back the curtain on the second big secret I’ve been keeping. PitchWell, my new AI-powered visibility platform built for thought leaders, experts, and entrepreneurs who are ready to be seen.
What started as a soul slap at a women’s event in Palo Alto turned into a whirlwind of ideation, innovation, and execution, and I’m taking you behind the scenes of it all. From building a startup in 60 days using AI and no-code tools to reimagining how visibility and PR should work in today’s noisy, algorithm-driven world, this episode is part masterclass, part origin story, and all heart.
In This Episode, I Share:
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The moment the idea for PitchWell hit me, and why I had to create it
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How I used ChatGPT to brainstorm, plan, and prototype the entire platform
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What it looks like to humanize AI while keeping authenticity front and center
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Building a startup (and team!) in record time, with minimal resources
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The core features of PitchWell: Winsley the pitch assistant, credibility scoring, gamified momentum, and more
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Why I believe credibility is the new currency, and how to claim yours
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My vision to democratize PR and remove gatekeeping from media access
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How you can get involved as a founding user in the Expert Visibility Challenge
Favorite Quotes:
“What if I built the thing that I wish existed?”
“AI has made idea execution faster and more accessible and less intimidating.”
“How do I create the integrity of it still being a human voice, but powered by AI?”
“Credibility is currency—especially in this day of AI noise and domination.”
Action Steps & Takeaways:
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Explore no-code tools and AI to take your ideas to market faster
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Streamline your visibility efforts by focusing on consistency, not perfection
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Let your authentic voice lead—AI is a support, not a replacement
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Say yes to early opportunities—join the Expert Visibility Challenge
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Use constraints as creative fuel to innovate and build momentum
Resources & Links:
Download your free copy of the Balance Blueprint – a simple tool to help you reset your week and bring more clarity, joy, and intention into your everyday rhythm:
https://bit.ly/rebeccasbalanceblueprint
Subscribe for more soulful, strategy-filled episodes:
https://www.youtube.com/rebecca.cafiero