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Women That Sell
Women That Sell
Author: Riley May
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© Riley May
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You've built the skills, now it's time to make them convert. Women That Sell is where high-level female founders master the psychology behind modern sales, content that actually moves people and positioning that makes buying feel obvious. This is the intersection of strategy, identity and intelligent marketing, built for women who are done leaving money on the table.
Hosted by Riley May, founder of Women That Sell.
Hosted by Riley May, founder of Women That Sell.
83 Episodes
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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. This episode is about why that needs to stop, and what it actually takes to maintain your standards without apologising for them.In This EpisodeWhy people react to your success (it's projection, not about you)What subtle competition actually looks like and why the most insecure person in the room often withdraws rather than performsThe real cost of minimising yourself to make others comfortableThe self-discipline required to maintain your standards when everyone around you is comfortable with mediocrityWhy detachment is always louder than defenceJoin The LoungeFree community with resources, conversations, and tools for women building powerful businesses.Explore Women That SellMy flagship program for women scaling their businesses with integrity and modern sales.Download the Instagram Invite StrategiesThe exact framework for turning conversations into clients through Instagram.Follow Riley on InstagramDaily thoughts and behind-the-scenes on business, pregnancy and everything in between.Follow Women That Sell on InstagramSales insights, client conversation and lessons on sales psychology.Book Riley for Speaking or Podcast InterviewsFor guest speaking, collaborations or podcast interviews.
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 reinforced by the narratives we rehearse, and what it looks like to lead yourself well when conditions aren't optimal.In This EpisodeWhy standards are only tested when temptation is presentnot when it's easyThe language reframe that moves you from victim to ownership instantly ("I don't have time" becomes "it's not a priority")How self-trust is built through follow-through, especially when you don't feel like itThe difference between pain (inevitable) and suffering (often optional)The one question to ask when everything feels heavy: "Where am I contributing to this, and what would leadership look like right now?"Continue the ConversationJoin The LoungeFree community with resources, conversations, and tools for women building powerful businesses.Explore Women That SellMy flagship program for women scaling their businesses with integrity and modern sales.Download the Instagram Invite StrategiesThe exact framework for turning conversations into clients through Instagram.Follow Riley on InstagramDaily thoughts and behind-the-scenes on business, pregnancy and everything in between.Follow Women That Sell on InstagramSales insights, client conversation and lessons on sales psychology.Book Riley for Speaking or Podcast InterviewsFor guest speaking, collaborations or podcast interviews.
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 not fighting that anymore. If you've ever felt like you needed to keep pushing to prove something, or you're in your own season of transition, this one's for you.In This EpisodeInstagram Q&A: the questions you actually wanted answered about pregnancy, postpartum, and holding a business through it allHow my definition of success has quietly shifted and why that feels lighterMy postpartum plan and how I'm setting the business up to hold without me performingThe mindset carrying me through this season: building a business that performs while you're in a full life seasonWhy I'm not apologising for redefining what "enough" actually meansContinue the ConversationJoin The LoungeFree community with resources, conversations, and tools for women building powerful businesses.Explore Women That SellMy flagship program for women scaling their businesses with integrity and modern sales.Download the Instagram Invite StrategiesThe exact framework for turning conversations into clients through Instagram.Follow Riley on InstagramDaily thoughts and behind-the-scenes on business, pregnancy and everything in between.Follow Women That Sell on InstagramSales insights, client conversation and lessons on sales psychology.Book Riley for Speaking or Podcast InterviewsFor guest speaking, collaborations or podcast interviews.
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 it" personally and spirals for days. This episode breaks down why sales triggers your nervous system and what to do about it.In This EpisodeWhy sales triggers your nervous system and what's actually happening in your body during a sales conversationThe real cost of selling from a dysregulated place (and why it shows up as desperation, not confidence)How to detach from outcomes without becoming detached from peoplePractical tools to stay grounded in sales conversationsWhy skill creates nervous system safety and why confidence isn't the same as regulationContinue the ConversationJoin The LoungeFree community with resources, conversations, and tools for women building powerful businesses.Explore Women That SellMy flagship program for women scaling their businesses with integrity and modern sales.Download the Instagram Invite StrategiesThe exact framework for turning conversations into clients through Instagram.Follow Riley on InstagramDaily thoughts and behind-the-scenes on business, pregnancy and everything in between.Follow Women That Sell on InstagramSales insights, client conversation and lessons on sales psychology.Book Riley for Speaking or Podcast InterviewsFor guest speaking, collaborations or podcast interviews.
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 her bank account doesn't reflect all that effort. You're not doing something fundamentally wrong. You're just missing pieces of the ecosystem.In This EpisodeThe crucial difference between educational content and conversion contentand why educational content alone will never make you consistent moneyThe 5 awareness stages and how to create content for each oneHow to audit your current content strategy to find the gapsThe ratio of educational to conversion content you actually needReal examples of how to transform educational posts into conversion postsContinue the ConversationJoin The LoungeFree community with resources, conversations, and tools for women building powerful businesses.Explore Women That SellMy flagship program for women scaling their businesses with integrity and modern sales.Download the Instagram Invite StrategiesThe exact framework for turning conversations into clients through Instagram.Follow Riley on InstagramDaily thoughts and behind-the-scenes on business, pregnancy and everything in between.Follow Women That Sell on InstagramSales insights, client conversation and lessons on sales psychology.Book Riley for Speaking or Podcast InterviewsFor guest speaking, collaborations or podcast interviews.
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 predictable income). This is for the woman who's making money but can't shake the feeling that one bad month could unravel everything.In This EpisodeWhy "just be more confident" is terrible advice for intelligent womenThe 3 components of skill-based sales and how to build each oneHow to tell if you're relying on confidence vs. skillWhat changes when you shift from hoping to knowingThe confidence trap and why it keeps you stuckContinue the ConversationJoin The LoungeFree community with resources, conversations, and tools for women building powerful businesses.Explore Women That SellMy flagship program for women scaling their businesses with integrity and modern sales.Download the Instagram Invite StrategiesThe exact framework for turning conversations into clients through Instagram.Follow Riley on InstagramDaily thoughts and behind-the-scenes on business, pregnancy and everything in between.Follow Women That Sell on InstagramSales insights, client conversation and lessons on sales psychology.Book Riley for Speaking or Podcast InterviewsFor guest speaking, collaborations or podcast interviews.
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 educational content rarely converts on its own, how gap diagnosis content creates instant resonance, and why clarity, specificity, and emotional intelligence are now the most valuable tools in your content strategy.In This EpisodeWhy educational content rarely converts on its own and what type of content actually drives salesHow gap diagnosis content creates instant resonance (and positions you as the obvious solution)What the modern woman actually looks for in content and why she self-identifies through symptoms, not informationHow to create content that meets your audience where they are mentally, emotionally, and psychologically not where you wish they wereHow to stop relying on volume, virality, or visibility alone and build a content strategy that converts consistently with precision, depth, and intentionContinue the ConversationJoin The LoungeFree community with resources, conversations, and tools for women building powerful businesses.Explore Women That SellMy flagship program for women scaling their businesses with integrity and modern sales.Download the Instagram Invite StrategiesThe exact framework for turning conversations into clients through Instagram.Follow Riley on InstagramDaily thoughts and behind-the-scenes on business, pregnancy and everything in between.Follow Women That Sell on InstagramSales insights, client conversation and lessons on sales psychology.Book Riley for Speaking or Podcast InterviewsFor guest speaking, collaborations or podcast interviews.
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, Analytical, Expressive, and Driver buyers, why each requires different communication styles, and why using the same language for everyone is one of the biggest reasons your messaging doesn't land.In This EpisodeThe four buyer types (Amiable, Analytical, Expressive, Driver) and how each one makes decisionsThe most common mistakes women make when selling to each type and how to avoid themHow to recognise each buyer type in your audience and adapt your communication accordinglyWhy one-size-fits-all sales no longer works and the simple shifts that create instant clarity and connectionHow understanding buyer psychology strengthens your leadership, deepens your messaging, and increases conversions with far less effortContinue the ConversationJoin The LoungeFree community with resources, conversations, and tools for women building powerful businesses.Explore Women That SellMy flagship program for women scaling their businesses with integrity and modern sales.Download the Instagram Invite StrategiesThe exact framework for turning conversations into clients through Instagram.Follow Riley on InstagramDaily thoughts and behind-the-scenes on business, pregnancy and everything in between.Follow Women That Sell on InstagramSales insights, client conversation and lessons on sales psychology.Book Riley for Speaking or Podcast InterviewsFor guest speaking, collaborations or podcast interviews.
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 decision-making, and the rise of the relationship economy. Your audience no longer responds to pressure, outdated persuasion tactics, or high-volume content. Clarity, communication, and connection are now the primary drivers of conversion.In This EpisodeWhy the modern woman buyer has evolved and why the sales strategies that used to work no longer landHow clarity, communication, and connection have replaced pressure and persuasion as the primary drivers of conversionWhy strategy alone can't carry your sales anymore and how your internal regulation impacts your external resultsWhy modern sales requires skill, nuance, and emotional intelligence more than it requires "doing more"How to sell to women in a way that aligns with who they are today not who they were five years agoContinue the ConversationJoin The LoungeFree community with resources, conversations, and tools for women building powerful businesses.Explore Women That SellMy flagship program for women scaling their businesses with integrity and modern sales.Download the Instagram Invite StrategiesThe exact framework for turning conversations into clients through Instagram.Follow Riley on InstagramDaily thoughts and behind-the-scenes on business, pregnancy and everything in between.Follow Women That Sell on InstagramSales insights, client conversation and lessons on sales psychology.Book Riley for Speaking or Podcast InterviewsFor guest speaking, collaborations or podcast interviews.
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 season of transition or wanting to reconnect with your business from a more grounded place, this conversation will meet you there.In This EpisodeHow pregnancy has shifted my relationship with time, energy, and capacityThe way clarity in one area of life creates clarity in leadershipHow I'm restructuring the business to reflect what actually matters nowWhy building must evolve as we do and what that looks like in practiceThe leadership lessons that only come through life seasons, not strategy aloneContinue the ConversationJoin The LoungeFree community with resources, conversations, and tools for women building powerful businesses.Explore Women That SellMy flagship program for women scaling their businesses with integrity and modern sales.Download the Instagram Invite StrategiesThe exact framework for turning conversations into clients through Instagram.Follow Riley on InstagramDaily thoughts and behind-the-scenes on business, pregnancy and everything in between.Follow Women That Sell on InstagramSales insights, client conversation and lessons on sales psychology.Book Riley for Speaking or Podcast InterviewsFor guest speaking, collaborations or podcast interviews.
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 today's buyer is more emotionally intelligent, more discerning, and far less tolerant of manipulation disguised as strategy.In This EpisodeWhy buyers see straight through tactics now and why traditional sales psychology often creates resistance instead of trustWhy communication skill matters more than strategy ever hasWhat's actually happening when people say "I love your content but I don't buy"Why your launches feel quieter than they used to and what needs to shiftHow to communicate in a way that women feel safe, respected, and self-led saying yes toContinue the ConversationJoin The LoungeFree community with resources, conversations, and tools for women building powerful businesses.Explore Women That SellMy flagship program for women scaling their businesses with integrity and modern sales.Download the Instagram Invite StrategiesThe exact framework for turning conversations into clients through Instagram.Follow Riley on InstagramDaily thoughts and behind-the-scenes on business, pregnancy and everything in between.Follow Women That Sell on InstagramSales insights, client conversation and lessons on sales psychology.Book Riley for Speaking or Podcast InterviewsFor guest speaking, collaborations or podcast interviews.
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 about the concept of a portfolio career, why separating who you are from how your business performs is one of the most important skills an entrepreneur can develop, and what it looks like to hold ambition and softness at the same time.In This EpisodeHow pregnancy has shifted my awareness around identity, capacity, and self-worthThe concept of a portfolio career and why separating who you are from how your business performs is criticalWhat it looks like to hold ambition and softness at the same timeHow to stay grounded when your body (and life) is changingUpdates on what's returning, what's evolving, and the direction I'm taking my work nextContinue the ConversationJoin The LoungeFree community with resources, conversations, and tools for women building powerful businesses.Explore Women That SellMy flagship program for women scaling their businesses with integrity and modern sales.Download the Instagram Invite StrategiesThe exact framework for turning conversations into clients through Instagram.Follow Riley on InstagramDaily thoughts and behind-the-scenes on business, pregnancy and everything in between.Follow Women That Sell on InstagramSales insights, client conversation and lessons on sales psychology.Book Riley for Speaking or Podcast InterviewsFor guest speaking, collaborations or podcast interviews.
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 requires a completely different skillset. I break down the expressive buyer, explain how this client type responds to genuine connection and direct invitations, and why resistance in your business is often a signal, not a problem.In This EpisodeWhy today's buyer wants to feel seen, respected, and emotionally safe not convinced or managedThe expressive buyer: how this client type responds to genuine connection, direct invitations, and communication that feels human rather than strategicWhy resistance in your business is often a signal, not a problem and how understanding buyer psychology allows you to sell with far more ease and integrityWhy personalised communication is now non-negotiableHow real relationships support stronger retention and smoother launches and why integrity in delivery matters just as much as the way you sellContinue the ConversationJoin The LoungeFree community with resources, conversations, and tools for women building powerful businesses.Explore Women That SellMy flagship program for women scaling their businesses with integrity and modern sales.Download the Instagram Invite StrategiesThe exact framework for turning conversations into clients through Instagram.Follow Riley on InstagramDaily thoughts and behind-the-scenes on business, pregnancy and everything in between.Follow Women That Sell on InstagramSales insights, client conversation and lessons on sales psychology.Book Riley for Speaking or Podcast InterviewsFor guest speaking, collaborations or podcast interviews.
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 with your audience. I share why women buy from you, not just your method, and what it actually means to sell in a relational, genuine way without chasing, forcing, or performing.In This EpisodeWhy women buy from you, not just your method and what that actually means for how you show upHow perfectionism quietly repels dream clients (and what replaces it)What it actually means to sell in a relational, feminine-led way without chasing, forcing, or performingWhy sales move when you're visible, embodied, and willing to be in relationship with your audienceThe shift from strategy-led selling to presence-led sellingContinue the ConversationJoin The LoungeFree community with resources, conversations, and tools for women building powerful businesses.Explore Women That SellMy flagship program for women scaling their businesses with integrity and modern sales.Download the Instagram Invite StrategiesThe exact framework for turning conversations into clients through Instagram.Follow Riley on InstagramDaily thoughts and behind-the-scenes on business, pregnancy and everything in between.Follow Women That Sell on InstagramSales insights, client conversation and lessons on sales psychology.Book Riley for Speaking or Podcast InterviewsFor guest speaking, collaborations or podcast interviews.
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 young age. We talk openly about the emotional weight of that season, the year we spent apart, and how those experiences changed the way we show up for each other now.In This EpisodeThe early years of our relationship and the challenges we faced growing up togetherThe impact a cancer diagnosis had on both of us at a young age and the emotional weight of that seasonThe year we spent apart and how those experiences changed the way we show up for each other nowThe importance of communication, emotional support, and allowing space for both people in a relationship to evolveHow adversity, while never chosen, can become a catalyst for deeper understanding, strength, and connectionContinue the ConversationJoin The LoungeFree community with resources, conversations, and tools for women building powerful businesses.Explore Women That SellMy flagship program for women scaling their businesses with integrity and modern sales.Download the Instagram Invite StrategiesThe exact framework for turning conversations into clients through Instagram.Follow Riley on InstagramDaily thoughts and behind-the-scenes on business, pregnancy and everything in between.Follow Women That Sell on InstagramSales insights, client conversation and lessons on sales psychology.Book Riley for Speaking or Podcast InterviewsFor guest speaking, collaborations or podcast interviews.
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 questioned everything, and how I've continued to hold a business and a brand while moving through personal shifts at the same time.In This EpisodeWhy consistency without alignment creates burnout—and what to do when you feel yourself pulling backWhat the fear of success actually looks like when it shows up quietlyHow personal challenges inevitably leak into business and how to protect your energy while remaining visible and in relationship with your audienceHow to rebuild your relationship with growth on your own terms, without forcing yourself to be someone you've already outgrownWhat it looks like to hold a business and a brand while moving through personal shiftsContinue the ConversationJoin The LoungeFree community with resources, conversations, and tools for women building powerful businesses.Explore Women That SellMy flagship program for women scaling their businesses with integrity and modern sales.Download the Instagram Invite StrategiesThe exact framework for turning conversations into clients through Instagram.Follow Riley on InstagramDaily thoughts and behind-the-scenes on business, pregnancy and everything in between.Follow Women That Sell on InstagramSales insights, client conversation and lessons on sales psychology.Book Riley for Speaking or Podcast InterviewsFor guest speaking, collaborations or podcast interviews.
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 recognise themselves in the problem or feel guided toward a solution. This episode breaks down why conversion matters more than vanity metrics and how to create content that actually moves people to buy.In This EpisodeWhy conversion matters more than vanity metrics and why high-effort educational content often doesn't translate to salesThe key differences between educational content and gap-diagnosis contentHow clarity around your ideal client directly impacts the quality of your inquiriesHow to create content that speaks to client symptoms rather than surface-level topics and why resonance leads to inquiriesHow to shift your messaging so the right women self-identify and move closer to buyingContinue the ConversationJoin The LoungeFree community with resources, conversations, and tools for women building powerful businesses.Explore Women That SellMy flagship program for women scaling their businesses with integrity and modern sales.Download the Instagram Invite StrategiesThe exact framework for turning conversations into clients through Instagram.Follow Riley on InstagramDaily thoughts and behind-the-scenes on business, pregnancy and everything in between.Follow Women That Sell on InstagramSales insights, client conversation and lessons on sales psychology.Book Riley for Speaking or Podcast InterviewsFor guest speaking, collaborations or podcast interviews.
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 specificity and certainty today's buyer needs to feel safe saying yes. I walk you through the three main factors that quietly block conversions and how to dissolve resistance by refining how you communicate your value.In This EpisodeThe three main factors that quietly block conversions even when your offer is incredibleWhy clarity builds trust and why confidence in your positioning matters more than more contentHow conviction creates momentum in sales conversationsHow to position yourself as the go-to solution, not by being louder or more visible, but by being more preciseWhy today's buyer needs specificity and certainty to feel safe saying yesContinue the ConversationJoin The LoungeFree community with resources, conversations, and tools for women building powerful businesses.Explore Women That SellMy flagship program for women scaling their businesses with integrity and modern sales.Download the Instagram Invite StrategiesThe exact framework for turning conversations into clients through Instagram.Follow Riley on InstagramDaily thoughts and behind-the-scenes on business, pregnancy and everything in between.Follow Women That Sell on InstagramSales insights, client conversation and lessons on sales psychology.Book Riley for Speaking or Podcast InterviewsFor guest speaking, collaborations or podcast interviews.
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 making decisions from belief, taking action before certainty, and learning to hold discomfort without shrinking back.Inside this episode, I break down how scarcity thinking quietly keeps women stuck, why belief must be backed by behaviour, and what it really means to act as if your goals are inevitable. We explore future scripting, identity-based decision making, and the responsibility that comes with wanting more from your business and your life.This is a conversation about choosing expansion deliberately, even when it feels uncomfortable, and understanding that the results you want require you to lead yourself differently first.If this episode resonates and you want to strengthen your relationship with sales, leadership, and self-belief in a grounded way, you can begin with Sell Like A Woman – $11. It’s designed to help you build belief through skill, clarity, and self-trust, not pressure.If you’re ready for deeper, personalised support as you prepare for your next level of business, you’re welcome to apply for 1:1 business coaching here.And if you want to stay connected beyond the podcast, you can follow me on Instagram at @therileymay or explore my work at rileymaycoaching.au.Thank you for being here and for choosing to lead yourself with intention as you move toward what you want next.
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, identity-based decision making, and the internal shifts required when you want more from your business and your life.This isn’t a hype-driven conversation. It’s about choosing growth deliberately, even when it feels uncomfortable, and understanding that the results you desire require you to meet yourself at a new level first.If this episode resonates and you want to strengthen your relationship with sales, leadership, and self-belief in a grounded way, you can begin with Sell Like A Woman – $11. It’s designed to help you build belief through skill, clarity, and self-trust rather than pressure or performance.If you’re ready for deeper, personalised support as you prepare for your next level of business, you’re welcome to apply for 1:1 business coaching here.And if you want to stay connected beyond the podcast, you can follow me on Instagram at @therileymayThank you for being here and for choosing to lead yourself with intention as you move toward what you want next.






