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Finding Your Edge: Friendship, the Enneagram, and Living Authentically with Tracy O'Malley

Becoming You Podcast

Release Date: 05/29/2025

Behind the Scenes of PitchWell: Empowering Human Voices in an AI World show art 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 show art 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 show art 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 show art 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 show art 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 show art 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 show art 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 show art 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,...

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SOLO EPISODE: Aligned AI - Tools I Use to Work Less and Live More show art SOLO EPISODE: Aligned AI - Tools I Use to Work Less and Live More

Becoming You Podcast

In this solo episode, I’m pulling back the curtain on how I’ve been using AI, not just in my business, but in every area of my life. Over the past two years, what started as a time-saver has evolved into something much deeper: a co-creator for my clarity, a mirror for my mindset, and a surprising partner in personal growth. From daily task planning and content creation to dream decoding and spiritual integration, I’m sharing how I use tools like ChatGPT, Riverside, Castmagic, and more to work less, live more, and stay deeply aligned. Whether you’re AI-curious or already a...

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Unblock Your Business: The Subconscious Work Behind Sales Success with Julie Costa show art Unblock Your Business: The Subconscious Work Behind Sales Success with Julie Costa

Becoming You Podcast

If you’ve ever felt like you’re doing all the things in your business—but still hitting a wall—this conversation is your turning point. I sat down with my friend and subconscious reprogramming expert, Julie Costa, to dive into the real reasons why entrepreneurs get stuck (and why more strategy isn’t the answer). Julie is a master hypnotherapist, NLP trainer, and founder of the Anchored Certification—and she’s pulling back the curtain on the work that actually moves the needle: rewiring your subconscious. This episode is about mindset—but not in the cute, Instagram-quote kind of...

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More Episodes

🎙 New Monthly Series!
Living on the EDGE (Without Losing Yourself)
(with Tracy O’Malley)

Welcome to the very first episode in our new monthly bestie series, where soul meets strategy and friendship meets fierce expansion.

In this kickoff convo, Rebecca is joined by her ride-or-die and resident Enneagram whisperer, Tracy O’Malley, for a no-filter, all-heart conversation about growth, grit, and the edge that shapes us. Expect equal parts punchy and profound—this episode is a voice note come to life.

Inside this real, raw, ridiculously fun episode:

💃 Drunk Bestie Bio Challenge
What happens when Rebecca asks AI to write Tracy’s intro like a tipsy best friend? Let’s just say: there were tears (of laughter), plenty of Scorpio sass, and some serious soul beneath the spice.

🔮 The Enneagram Isn’t Cute. It’s Core.
Tracy unpacks why the Enneagram is so much more than a personality test—and how it’s helped thousands (including Rebecca) stop self-sabotaging and start self-actualizing.

⚡ Living On Your EDGE (Without Falling Off)
Tracy reveals her signature EDGE formula—Examine, Direct, Ground, Express/Enforce—and how it’s the GPS to live in alignment instead of anxiety. You’ll see it in action as she lovingly coaches Rebecca through a big decision around home, community, and where her soul is calling her next.

👯‍♀️ Friendship That Fuels Growth
They get vulnerable about what it really looks like to have a bestie who calls you out and calls you higher. This is a peek into their real-time friendship: daily texts, honest feedback, and unwavering belief in each other’s edge.

What You’ll Walk Away With:

✨ Why the edge between expansion and exhaustion is everything
✨ How to spot the warning signs when you’re burning out—or playing small
✨ The power of compassionate awareness to bring you back to yourself
✨ How true friendship can become your mirror, your medicine, and your momentum
✨ Tools to reconnect with your purpose, passion, and personal power

This is the monthly series you didn’t know you needed—raw, honest, hilarious, and healing AF.

Tune in, take notes, and tag your bestie who’s ready to live on the edge!

 

🌿 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

 

Follow Tracy O'Malley

Podcast: https://tracyomalley.com/podcast

Instagram: https://www.instagram.com/tracy_omalley

Find your edge: https://tracyomalley.com/