Episodes
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The Masculine and the Feminine in Business: Why High-Achieving Women Are Exhausted and What to Do About It
Most high-achieving women in business are running on one energy and calling it a strategy. Either everything is controlled, systematised and forceful and creativity has quietly left the building. Or everything is inspired and fluid and nothing is consistent enough to compound. This episode is…
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The Reason Your Business Feels Busy But Isn't Growing (And What Actually Generates Income Today)
Most women in business aren't actually focused on making money. They're focused on everything that feels like business the branding, planning, content, refining and wondering why the revenue isn't following. This episode is a direct look at the pattern I see most often in service-based businesses...
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Three Weeks In: My Honest Postpartum Update, What I'm Feeling and How I'm Navigating Early Motherhood
I'm two and a half weeks postpartum, and I'm back. This is a Beyond the Business episode a real one. Not a curated update but an honest account of what these first weeks have actually looked like: the birth that didn't go to plan, a recovery that has been more than I anticipated and a very...
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You Can or You Won't: The Truth About Discipline That No One Wants to Say Out Loud
There is a version of you that already knows exactly what she needs to do. She knows what time to get up, what she said she was going to work on, what she promised herself last Sunday when she was in her planning energy. And then Monday comes. And she negotiates. This episode is about discipline…
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The Conversion Series Part Four: The Skill That Makes Every Business Strategy Work Better
Every strategy you have ever invested in would have worked better if you'd had the skill we're talking about in this episode. Every content course. Every launch program. Every coaching container. Not because those investments were wrong most of them had genuine value. But all of them would have...
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The Unspoken Factor That's Stopping You From Making More Money In Your Business
You're doing all the "right" things, the strategy, the offer, the content but something still feels off. You're exhausted from performing online, constantly activated, constantly triggered, barely regulated because deep down you know you're not actually being who you say you are. This episode is...
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The Conversion Series Part Three: What Selling Without Pressure Actually Looks Like
Most women in this industry have been told, explicitly or implicitly, that selling is something you have to get comfortable tolerating. That it will always feel a little uncomfortable, a little at odds with the generous, service-oriented version of yourself you want to be in your business. This...
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The Conversion Series Part Two: The Misdiagnosis That's Keeping Capable Women Stuck
You've tried posting more consistently. You've rebranded. You've niched down further. You've adjusted your pricing. You've invested in programs that were supposed to fix it. And still, six months later, the conversion gap is basically the same and the self-doubt is heavier than it was before.…
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The Conversion Series: Why Your Content Is Building an Audience That Won't Buy
You have real engagement. You have an audience that trusts you. You show up consistently and people genuinely respond to what you create. And yet the income doesn't reliably reflect any of it. Some months convert well. Others don't. You can't isolate the variable which means you can't replicate…
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The Uncomfortable Truth About Success: Why Your Standards Threaten People (And What To Do About It)
Your success is making people uncomfortable. Your discipline is threatening people. Your standards are activating something in others that they haven't dealt with. And if you're like most women, your first instinct has been to minimise yourself to share less, tone it down, make yourself smaller....
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Self-Trust Is Built in the Moments You Don't Feel Like It
What does it actually mean to hold your standards in a hard season? Not in theory but in the moments where every justification is sitting right there, available to you and completely valid. This episode unpacks the difference between compassion and self-abandonment, why suffering is often...
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An Honest Life Update (Pregnancy, Postpartum Plans & Redefining Everything)
No frameworks, no strategy just an honest conversation about where I'm actually at right now. I'm sharing a full life update as I head into the final stretch of pregnancy: what my postpartum plan looks like, how I'm thinking about business in a season that's asking me to slow down, and why I'm…
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Nervous System Regulation In Sales (Why This Changes Everything)
You can have the best content strategy, the best offer, the perfect sales process but if your nervous system is dysregulated, sales will always feel hard. This is for the woman who's exhausted by sales conversations, who can't sleep when she has an open inquiry, who takes every "I'll think about...
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Educational Content vs. Conversion Content (And Why You Need Both In The Right Ratio)
Not all content is created equal. If you're spending hours creating educational content and wondering why it's not translating to sales, this episode will explain exactly why. This is for the woman who's posting consistently, getting good engagement, people are telling her how helpful she is but...
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What Is Skill-Based Sales (And Why Confidence Alone Will Never Be Enough)
You've been told that if you just believed in yourself more, sales would get easier but it hasn't worked because confidence isn't a strategy. This episode breaks down the difference between confidence-based selling (what most women are taught) and skill-based selling (what actually creates...
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Why Your Content Isn’t Converting (And How to Fix It)
This episode is about shifting your content from impressive to effective, understanding the psychology behind why some content performs well but doesn't convert, while other content quietly generates sales with ease. I walk you through the core principles of modern messaging, including why...
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The Four Buyer Types Every Woman Must Understand in 2026
Understanding the four buyer types is the key to stronger, cleaner, and more effortless conversions. This episode walks you through the core psychology behind each type, how they think, what they value, and the patterns they follow when making a purchasing decision. We explore the Amiable,...
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Why Your Buyer Has Evolved And Your Strategy Must Too
The sales strategies that used to work no longer land in 2026. This episode is about understanding the evolution of the modern woman buyer and why your approach must shift with her. I walk you through the core shifts happening in the online space especially around emotional intelligence, self-led...
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How Pregnancy Changed the Way I Lead and Build Business
This episode is about life beyond business, and how the way we build must evolve as we do. Pregnancy has brought a new level of clarity around time, energy, and capacity and that clarity is directly shaping how I'm leading, teaching, and structuring everything this year. If you're in your own...
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Your Buyer is Smarter Than Your Sales Strategy (And That’s Why Nothing’s Converting)
This episode is a wake-up call for women who feel like they're doing everything "right" but still watching their sales slow down. We're no longer selling in an era where scripts, objection handling, or psychological tactics carry authority. The internet has exposed the entire sales industry and...
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I'm Pregnant! Life Updates and Business Evolution
This episode is about allowing your life to evolve without making it mean something has gone wrong in your business. Pregnancy has brought a deeper awareness of identity, capacity, and self-worth and it's prompted me to re-evaluate how I structure my work, my energy, and my leadership. I talk…
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From Cold DMs to Casual Invitations That Convert
This episode is about what modern sales actually look like for women in business now. We're no longer selling to buyers who want to be convinced, managed, or pushed through a process. Today's buyer wants to feel seen, respected, and emotionally safe in the decision-making process and that…
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The Truth Behind Why Women Buy (And What We've Been Making Wrong)
This episode is for the woman who knows her work is powerful, but feels like something isn't fully landing. We've been taught to overthink our messaging, perfect our positioning, and hide behind strategy when in reality, sales move when you're visible, embodied, and willing to be in relationship...
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What Cancer Taught Us About Love (That a Decade Together Couldn’t)
This conversation is for anyone navigating a long-term relationship alongside personal change, illness, or growth that reshapes who you are. We reflect on the early years of our relationship, the challenges we faced growing up together, and the impact a cancer diagnosis had on both of us at a…
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Navigating the Hidden Costs of Success
This conversation is for the woman who feels like she's been in her head, pulling back, or questioning herself more than usual. Not because something is wrong, but because something is changing. I share what's been happening behind the scenes for me, the moments that felt heavy, the times I...
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Stop Chasing Virality And Start Creating Content That Actually Converts
This conversation is about moving your content from being impressive to being effective. So many women are creating high-effort, educational content and wondering why it's not converting. The issue isn't your consistency or your expertise. It's that your content isn't helping your audience...
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Why Your Dream Clients Aren’t Saying YES: Even though you know your offer is incredible
This episode is about becoming the obvious choice for the right clients. So many female service providers have incredible offers, real skill, and genuine results yet still struggle to convert consistently. Not because they're doing something wrong, but because their messaging lacks the…
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How To WIN in 2025
This episode is for the woman who knows she’s capable of more, but feels herself hesitating at the edge of her next level. We talk about what a “million dollar mindset” actually is and what it isn’t. This isn’t about bypassing reality or waiting to feel confident before you move. It’s about…
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Modern Sales Series: Want to Make FU Money? It’s Not About Working Harder, It’s About Selling Smarter
This episode is about expansion, not as an idea, but as a responsibility. We talk about how scarcity thinking quietly keeps women stuck, why belief without behaviour doesn’t create results, and what it really means to act as if your goals are inevitable. I walk you through future scripting,...
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Beyond The Business: You're Not Stuck, You're Distracted!
This conversation is about reclaiming clarity and momentum. I’m sharing insights from recent conversations with my private clients and naming a pattern I see again and again. Women believing they’re stuck, when in reality they’re busy doing things that feel safe instead of the one thing that...
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In Conversation: Why Not Me? The Power of Belief in Business With The Technician
This episode is for anyone navigating personal growth alongside ambition. Trav and I dive into the deeper layers of self-worth, emotional intelligence, and how our early experiences quietly shape the beliefs and behaviours we carry into adulthood. We talk about authenticity in business and life,...
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Beyond The Business: Navigating Hard Seasons And How Emotional Intelligence Saved My Business
This episode is about learning how to stay with yourself when things feel unstable. After a year marked by significant personal change, including a relationship breakdown, I reflect on what it really means to navigate grief, loss, and emotional upheaval while still running a business and making...
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Beyond The Business: Breaking the Cycle of 'Not Enough:' How Perception Shapes Your Success
This episode is for the woman who feels like no matter what she does, it never quite feels like enough. So many female entrepreneurs are highly capable, deeply committed, and doing meaningful work, yet still experience an internal narrative of “I should be further by now” or “this isn’t good…
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About this show
Conversations for women in business.Connect with Riley on Instagram at @therileymay @womenthatsellFind Out More: www.rileymaycoaching.au
Hosted by
Riley May
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