Charlie’s Toolbox

Charlie’s Toolbox

Real stories about women who chose themselves. From career pivots to relationship exits, body autonomy, geographic moves to family design decisions, we explore what actually happens when women prioritize their own paths over traditional expectations. Each episode dives deep into the choices, stories, challenges, and outcomes of women forging autonomous lives across finance, relationships, career, body, and family. This isn't advice or empowerment. It's a documentation of a cultural shift happening right now.

Episodes

October 26, 2025 19 mins

Have you ever felt like your family's voice is so loud, you can't hear your own? In this episode, we're diving into one of the most challenging but necessary journeys of adulthood: learning to prioritize your own voice over family expectations.

This isn't about abandoning the people who raised you; it's about creating the space you need to discover wh...

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What if the very beliefs meant to guide you are actually keeping you stuck? In this episode, we explore a hidden pattern that traps millions in cycles of repeated mistakes, unclear direction, and unresolved problems. You'll discover why certain phrases you've relied on your entire life might be stopping you from thinking, and what to do about it. By the end, you'll have a framework to recognize when you're giving away your power an...

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What if the voice in your head didn't have to be your worst enemy? In this episode, we explore the exhausting cycle of perfectionism, why we replay our failures on loop, and what it takes to finally make peace with the messy, complicated parts of ourselves. Through the lens of one beloved TV character's journey from self-destruction to self-acceptance, we uncover what it really means to be worthy of love, flaws and all. If you've e...

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What if everything you were taught about career success was designed to keep you working harder while staying trapped? In this episode, we're dismantling the traditional career playbook and rebuilding it around one goal: your freedom.

This is pillar five of choosing yourself: Career Architecture. We're getting strategic about money, security, and desi...

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What if the reason you can't seem to stick to choosing yourself has nothing to do with willpower? In this episode, we dive into the two pillars that determine whether all your other self-improvement efforts actually last.

I share a conversation that completely shifted how I think about relationships, plus the family dynamics that tried to keep me smal...

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Beyond the buzzwords and Instagram quotes lies a practical framework for reclaiming your power in five critical areas of life. This isn't about self-care Sunday or positive affirmations; it's about the concrete choices that determine whether you're living on your own terms or someone else's.

In this episode, we dive deep into the real-world strategies...

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Have you ever wondered what happens when romantic love just... doesn't happen? In a world obsessed with finding 'the one,' we rarely talk openly about what it's like to navigate life without ever experiencing a romantic relationship and the complex emotions that come with it.

In this episode, we explore the deeper questions many are afraid to ask: Is ...

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What happens when the roles that once defined you begin to shift? In this deeply personal conversation, Kay Davenport opens up about the profound journey of navigating evolving identity as a woman, mother, and entrepreneur. This episode is for any woman who has ever felt the ground shift beneath her feet as she stepped into new roles or wondered how to stay true to herself while everything around her was changing.

Whether you're na...

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What if the thing you think is broken about you is actually proof of something extraordinary?

There's a hidden filter that's been distorting how you see yourself, your mistakes, and your struggles. It's keeping you from recognizing the incredible strength that's been there all along, disguised as your deepest shame.

In this episode, we dive into why shame doesn't just make you feel bad but literally changes what you're able to see....

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What does it really take to discover your true calling? In this intimate conversation, I sit down with Oyin Edogi to explore the pivotal moments that shaped her journey of self-discovery. Oyin opens up about the uncertainty and exploration that defined her twenties - that crucial decade when societal expectations collide with personal truth. We dive deep into how she navigated the pressure to follow conventional paths while staying...

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What if everything falling apart in your life isn't random chaos but a deliberate excavation process designed to uncover something you can't see yet? When your job disappears, relationships crumble, and your entire world feels like it's collapsing, there's a secret process happening beneath the surface that most people completely miss. In this transformative episode, we reveal why life sometimes strips away everything familiar and ...

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Do you ever feel stuck in the "messy middle" that difficult space between where you were and where you want to be? This is what we call a liminal space, and it can be one of the toughest environments to navigate.

But what if I told you that being in this in-between place is not a punishment, but an opportunity for immense growth? In this episode, we're diving deep into "liminal structures," a powerful concept inspired by an archite...

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Are you living in the "in-between"? That space where you're building the thing, applying for the role, and figuring it out in real time, all within some frustrating constraints?

 

In this episode of Charlie's Toolbox, we're making a devotion to those limitations. We're dissecting the creative genius of fashion titan Glenn Martens—the visionary behind Y/Project, Diesel, and Maison Margiela. Martens is a master alchemist who transfor...

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In this special episode, Charlie shares a personal update with the Charlie's Toolbox community. To continue creating content from a place of genuine inspiration and abundance, I'm taking this summer to nourish myself and recharge. This means new public content and podcasts will be on pause until August.

I'm so grateful for your understanding and support! Members and subscribers will still receive exclusive weekly content if you sig...

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Welcome to Charlie's Toolbox, the cultural studio and creative platform for visionary women, hosted by Charlie Taylor. In this episode, we tackle a powerful concept: the potential pitfalls of "over-owning your story."

We explore how our past experiences, while shaping us, can sometimes become a limiting identity if we're not mindful. Drawing on insightful perspectives, this conversation delves into the fine line between acknowledgi...

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Ready for the next level? Charlie's Toolbox isn't just healing anymore, we're creating! Tune in as we unveil our evolution into a full-blown cultural studio, where visionary women forge sovereignty and build radical futures. Discover what this means for you, and get a first look at The Radical Atelier, our exclusive digital sanctuary for creation and assembly. This is the blueprint for a new world.

 

Curious about where we are goin...

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In this episode of Charlie’s Toolbox, I’m joined by Jannelle Johnson, a CPCAB-accredited Integrative Counsellor, Coach, and Mentor. We dive deep into trauma, inner child work, and what it takes to get unstuck in adulthood. From understanding how trauma shows up in our day-to-day lives to exploring how Black women can begin to reparent themselves and reclaim their power, we cover the healing work that creates lasting change. Whether...

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In this episode of Charlie’s Toolbox, we sit down with the brilliant Ashley E. K. Wilson, a multi-hyphenate creative whose career spans from web to screen. From her roots in casting at Buzzfeed and Meta to her dynamic work writing and starring in various web series, Ashley shares how she’s navigated the entertainment industry while staying grounded in her vision and values.

We talk about:

  •  How storytelling shaped her career
  • Th...
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April 8, 2025 6 mins

This week on Charlie’s Toolbox, we’re diving into the subtle yet powerful signals that happiness leaves behind. When life gets heavy, it can feel like joy is nowhere to be found—but what if it’s been showing up in small ways, just waiting for you to notice? In this episode, we explore how identifying your personal happiness indicators can shift your mindset, sustain your joy, and remind you that you're on the right path. Tune in fo...

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Women are conditioned to put everyone else first—but what if that’s the very thing holding us back? In this episode of Charlie’s Toolbox, we’re challenging the idea that selfishness is a flaw and reframing it as a tool for self-preservation, success, and personal power. We’ll unpack why centering yourself isn’t just radical—it’s necessary. Plus, hear real stories of women who unapologetically chose themselves and transformed their ...

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