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Women That Sell

Author: Riley May

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Conversations for women in business.

Connect with Riley on Instagram at @therileymay @womenthatsell

Find Out More: www.rileymaycoaching.au
64 Episodes
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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.In this episode, I'm breaking 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. Who knows she's good at what she does but has this sense she's missing something fundamental about sales.In this episode:Why "just be more confident" is terrible advice for intelligent womenThe 3 components of skill-based sales (and how to build each one)How 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 stuck)Resources:Women That Sell enrolment infoFree guide: The 4 Buyer TypesIf this episode resonates, if you found yourself nodding along or feeling that specific recognition of "oh she's describing me" enrolment for Women That Sell opens soon. DM me "skill" on Instagram @womenthatsell and I'll make sure you're first to know.
This episode is about shifting your content from impressive to effective and 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.We also break down what the modern woman actually looks for in content, how she self-identifies through symptoms rather than information, and why recognising your buyer’s internal experience is what positions you as the obvious solution. This episode will teach you how to create content that meets your audience where they are mentally, emotionally, and psychologically not where you wish they were.This conversation is designed to help you stop relying on volume, virality or visibility alone, and instead build a content strategy that converts consistently because it communicates with precision, depth, and intention.If this episode resonates and you're ready to elevate your messaging and strengthen the way you attract and nurture premium clients, you can begin with Sell Like A Woman – $11. It gives you the essential tools to write and speak in a way that aligns with the modern buyer’s psychology.If you’d like personalised support as you refine your content, positioning, and communication, you’re welcome to apply for 1:1 coaching here.And if you want ongoing sales leadership and behind-the-scenes insights, you can connect with me on Instagram at @therileymay or explore all programs and offerings at rileymaycoaching.au.Thank you for being here and for choosing to communicate with clarity, emotional intelligence and intention.
This episode is about understanding the four buyer types that shape the modern sales landscape and why knowing how each woman makes decisions is the key to stronger, cleaner, and more effortless conversions in 2026.I walk you through the core psychology behind each buyer type, how they think, what they value, and the patterns they follow when making a purchasing decision. We explore how the Amiable, Analytical, Expressive, and Driver buyers each require different communication styles, and why using the same language for everyone is one of the biggest reasons your messaging doesn’t land the way it could.We also break down the most common mistakes women make when selling to each type, how to recognise them in your audience, and the simple shifts that help you create instant clarity and connection. This episode will help you see why one-size-fits-all sales no longer works — and how adapting your communication (without changing who you are) is what makes your sales feel natural, relational, and effective.This conversation is designed to help you create resonance, not resistance, in both your content and your sales conversations. When you understand how each buyer decides, your leadership strengthens, your messaging deepens, and your conversions increase with far less effort.If this episode resonates and you want to elevate your communication, messaging, and sales skills as a modern feminine-led entrepreneur, you can begin with Sell Like A Woman – $11. It gives you the core tools to speak to your audience in a way that feels grounded, confident, and aligned with how women truly buy.If you’re ready for personalised support as you refine your positioning, communication, and sales approach, you’re welcome to apply for 1:1 business coaching here.And if you want more connection, behind-the-scenes conversations, and ongoing sales leadership, you can follow me on Instagram at @therileymay or explore all programs and offerings at rileymaycoaching.au.Thank you for being here and for choosing to lead with clarity, emotional intelligence, and communication that honours the modern woman buyer.
This episode is about understanding the evolution of the modern woman buyer and why the sales strategies that used to work no longer land in 2026.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. We speak about why your audience no longer responds to pressure, outdated persuasion tactics, or high-volume content, and how clarity, communication and connection have now become the primary drivers of conversion.We also explore why strategy alone can’t carry your sales anymore, how your internal regulation impacts your external results, and why modern sales requires skill, nuance, and emotional intelligence more than it requires “doing more.” This episode will help you understand your buyer on a deeper level so you can sell in a way that feels grounded, ethical and effective.This conversation is designed to help you sell to women in a way that aligns with who they are today not who they were five years ago. When you understand how the buyer has evolved, your messaging, leadership, and sales process become simpler, cleaner and significantly more effective.If this episode resonates and you want to strengthen your sales foundation in a practical, feminine-led way, you can begin with Sell Like A Woman – $11. It teaches the core principles of modern sales, communication and buyer psychology that help your content and conversations convert with confidence.If you’re ready for deeper, personalised support as you evolve your messaging, positioning, and leadership, you’re welcome to apply for 1:1 business coaching here.And if you want ongoing insights, grounded sales leadership, and behind-the-scenes conversations, you can connect with me on Instagram at @therileymay or explore all programs and offerings at rileymaycoaching.au.Thank you for being here and for choosing to sell in a way that is relational, intelligent and truly reflective of the modern buyer.
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 inside Women of Sell this year.If, as you’re listening, you feel yourself wanting to go deeper or reconnect with your business from a more grounded place, here are a few ways to do that intentionally.If you want a simple, powerful entry point into modern sales and leadership, you can start with Sell Like A Woman – $11. This is for women who want clarity without overwhelm and a calmer relationship with selling.If you’re part of a team, community, or organisation and want me to facilitate a workshop or build a custom curriculum aligned to depth, integrity and leadership, you can request Riley for guest facilitation or custom curriculum here.If you’re feeling called into deeper, more personalised support and want to build a stable, regulated, long-term business, you’re welcome to apply for 1:1 business coaching here.And if you want to stay connected beyond the podcast, I share ongoing insights, reflections, and behind-the-scenes conversations over on Instagram. You can follow Women That Sell here and connect with me personally at @therileymay.Thank you for being here, for choosing depth and for walking into this year with me.
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.Inside this episode, I talk about why buyers see straight through tactics now, why traditional sales psychology often creates resistance instead of trust, and why communication skill matters more than strategy ever has.If you’ve found yourself thinking:People tell me they love my content but they don’t buy.My launches feel quieter than they used to.I’m doing everything I’m “meant to” and it still isn’t converting.This conversation will help you understand why that’s happening and what actually needs to shift.Selling in the modern era isn’t about learning better scripts.It’s about learning how to communicate in a way that women feel safe, respected, and self-led saying yes to.If you want a simple but powerful entry point into modern, feminine-led sales, you can start with Sell Like A Woman – $11. This is for women who are ready to stop relying on outdated tactics and start building a sales skill that actually works long term.If you’re looking for deeper support and want to develop modern communication and leadership inside your business, you’re welcome to apply for 1:1 business coaching here.If you’re part of a team, community, or organisation and want this work delivered through workshops or a custom curriculum, you can request guest facilitation or a bespoke training here.And if you want to stay connected beyond the podcast, you can follow Women That Sell on Instagram or connect with me personally at @therileymay, where I share ongoing conversations around modern sales, leadership, and building businesses that actually last.
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 and why separating who you are from how your business performs is one of the most important skills an entrepreneur can develop.We explore what it looks like to hold ambition and softness at the same time, how to stay grounded when your body is changing, and why your value as a woman and leader can never be measured by metrics alone.I also share updates on what’s returning, what’s evolving, and the direction I’m taking my work next, including what’s ahead for the Self-Care Method podcast and a new series focused on modern sales and communication.If this episode resonates and you’re craving a calmer, clearer relationship with selling and leadership, you can start with Sell Like A Woman – $11. It’s designed for women who want to build sales skill without pressure, scripts, or burnout.If you’re feeling called into deeper, more personalised support as you navigate business alongside life changes, you’re welcome to apply for 1:1 business coaching here.And if you want to stay connected beyond the podcast, you can follow Women That Sell on Instagram or join me personally at @therileymay, where I share behind-the-scenes reflections on business, identity, leadership, and building a life-led career.Thank you for being here and for walking into this new season with me.
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.Inside this episode, I break down the expressive buyer and explain how this client type responds to genuine connection, direct invitations, and communication that feels human rather than strategic. We talk about why 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 integrity.I also touch on why personalised communication is now non-negotiable, how real relationships support stronger retention and smoother launches, and why integrity in delivery matters just as much as the way you sell.If this conversation resonates and you want to start developing modern sales skill in a way that feels aligned and sustainable, you can begin with Sell Like A Woman – $11. It’s designed to help you move away from outdated tactics and build communication-led sales skills that actually convert in today’s market.If you’re ready for deeper support and want to refine how you sell across all buyer types with clarity and leadership, you’re welcome to apply for 1:1 business coaching here.If you’re part of a community, team, or organisation and want this work delivered through workshops or a custom curriculum, you can request guest facilitation or bespoke training here.And if you want to stay connected beyond the podcast, you can follow Women That Sell on Instagram or connect with me personally at @therileymay, where I share ongoing insights around modern sales, buyer psychology, leadership, and building businesses that last.If this episode supported you, share it with someone who’s navigating sales in this new era and needs this perspective.
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.Inside this episode, I share why women buy from you, not just your method, how perfectionism quietly repels dream clients, and what it actually means to sell in a relational, feminine-led way without chasing, forcing, or performing.This is the foundation of Why She Buys, my 10-day audio experience designed to teach you how to sell through connection, safety, and self-leadership rather than pressure or persuasion. If this episode resonates and you want to deepen this skill, you can join Why She Buys for $97 here.If you’re looking for a simple entry point into modern sales and communication, you can also access Sell Like A Woman here, which lays the groundwork for selling in a way that feels grounded, ethical, and sustainable.If you want to stay connected beyond the podcast, you can find me on Instagram at @therileymay and follow Women That Sell here, where I share ongoing conversations around feminine-led sales, leadership, and building businesses that last.Thank you for being here and for choosing a way of selling that honours both you and the women you serve.
This conversation is for anyone who’s 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.This episode explores the importance of communication, emotional support, and allowing space for both people in a relationship to evolve. We share the lessons we’ve learned along the way and how adversity, while never chosen, can become a catalyst for deeper understanding, strength, and connection.If this episode resonates and you’re navigating big life shifts alongside your business, you’re not alone. So much of the work I do now sits at the intersection of identity, leadership, and building something sustainable while life continues to unfold.If you’re craving a calmer, more grounded relationship with selling and leadership, you can begin with Sell Like A Woman – $11. It’s designed to support women building businesses that honour both ambition and wellbeing.If you’re looking for deeper, personalised support as you navigate leadership, business, and life transitions, you’re welcome to apply for 1:1 business coaching here.And if you want to stay connected beyond the podcast, you can follow Women That Sell on Instagram or connect with me personally at @therileymay, where I share reflections on business, identity, leadership, and life beyond the surface.Thank you for being here and for holding space for conversations like this.
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.Inside this episode, we talk about why consistency without alignment creates burnout, what the fear of success actually looks like when it shows up quietly, how personal challenges inevitably leak into business, and how to protect your energy while remaining visible and in relationship with your audience.This is also a conversation about rebuilding your relationship with growth on your own terms, without forcing yourself to be someone you’ve already outgrown.If this episode resonates and you’re craving a calmer, more self-led way of selling and showing up, you can begin with Sell Like A Woman – $11. It’s designed to help you build sales skill in a way that honours your capacity, your nervous system, and the season you’re actually in.If you’re navigating deeper transitions and want personalised support that meets you where you are, you’re welcome to apply for 1:1 business coaching here.And if you want to stay connected beyond the podcast, you can follow Women That Sell on Instagram or message me personally at @therileymay. I always love hearing what lands for you after an episode like this.If this conversation spoke to something you’ve been carrying, pass it on to a woman who needs the reminder.We don’t need to push harder.We just need to come home to ourselves.
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.Inside this episode, I talk about why conversion matters more than vanity metrics, the key differences between educational content and gap-diagnosis content, and how clarity around your ideal client directly impacts the quality of your enquiries.We explore how to create content that speaks to client symptoms rather than surface-level topics, why resonance leads to enquiries, and how to shift your messaging so the right women self-identify and move closer to buying.If you want to refine your messaging and learn how to create content that’s designed to convert, not just perform, you can start with Sell Like A Woman – $11. It lays the foundation for modern sales, buyer psychology, and communication-led content that actually drives revenue.If you’re ready for more personalised support refining your content, positioning, and sales communication, you’re welcome to apply for 1:1 business coaching here.And if you want a practical starting point for improving your messaging right now, you can DM me the word “framework” on Instagram. You can connect with me personally at @therileymay or follow the wider conversation at Women That Sell on Instagram.Thank you for being here and for choosing to build a business that prioritises clarity, integrity and real results over noise.
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.Inside this conversation, I walk you through the three main factors that quietly block conversions and how to dissolve resistance by refining how you communicate your value. We talk about why clarity builds trust, why confidence in your positioning matters more than more content, and how conviction creates momentum in sales conversations.This episode will help you understand how to position yourself as the go-to solution, not by being louder or more visible, but by being more precise.If this episode resonates and you want to start strengthening your sales communication from the ground up, you can begin with Sell Like A Woman – $11. It’s designed to help you communicate your offer with certainty, integrity, and ease.If you’re ready for deeper, personalised support refining your positioning, messaging, and client acquisition process, you’re welcome to apply for 1:1 business coaching here.And if you want to stay connected beyond the podcast, you can find me on Instagram at @therileymay, where I share ongoing insights around messaging, modern sales, and building businesses that convert without force.Thank you for being here and for doing the work of refining not just what you offer, but how you lead.
How To WIN in 2025

How To WIN in 2025

2024-12-2915:40

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.
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 actually moves the needle.Inside this episode, we talk about the difference between being busy and being productive, how to identify what you might be avoiding, and why discomfort is not a sign you’re on the wrong path, but often proof you’re standing at the edge of growth.We also explore the role of self-trust in business, what happens when fear quietly dictates your decisions, and how taking aligned action, even when it feels uncomfortable, is what creates forward movement.If this episode resonates and you want to strengthen your ability to take decisive, self-led action in your business, you can begin with Sell Like A Woman – $11. It’s designed to help you build clarity, confidence, and momentum through skill rather than pressure.If you’re ready for deeper, personalised support as you navigate decision-making, visibility, and growth, 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.If this episode supported you, I’d love for you to share it with a woman who needs this reminder, or tag me on Instagram so I can say thank you.
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, the role of shadow work in uncovering suppressed parts of ourselves, and why self-discovery can feel confronting even when it’s exactly what’s needed.We also explore the fear of success, the emotional weight of being the protector, and the importance of asking for help and allowing yourself to be supported rather than carrying everything alone. This conversation is about creating meaning, rewiring belief systems, and giving yourself permission to evolve without abandoning who you’ve been.If you’re an entrepreneur, service provider, or simply someone doing the work of becoming more self-aware and self-led, this episode offers perspectives and reflections that will meet you where you are.If this episode resonates and you want to continue developing self-trust, leadership, and grounded communication in your business, you can begin with Sell Like A Woman – $11. It’s designed to support women building businesses that are rooted in clarity, integrity, and emotional intelligence.If you’re ready for deeper, personalised support as you navigate growth in both life and business, you’re welcome to apply for 1:1 business coaching here.You can connect with Trav and explore more of his work on Instagram at @thetechnician.And if you want to stay connected with me 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 holding space for conversations that go beneath the surface.
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 decisions that affect others.We talk about the importance of emotional intelligence in leadership, how to honour your feelings without letting them drive reactive choices, and why creating internal safety is essential when life feels uncertain. This conversation isn’t about pushing through or bypassing emotion. It’s about learning how to process what you’re moving through while still showing up with integrity for your clients, your goals, and yourself.Inside this episode, I share why vulnerability is not weakness, why unprocessed emotion leaks into business decisions, and how self-awareness becomes the anchor that allows you to move forward thoughtfully rather than impulsively.If you’re navigating a challenging season and want to rebuild steadiness in the way you lead, communicate, and sell, you can begin with Sell Like A Woman – $11. It’s designed to support women in building businesses rooted in clarity, nervous system safety, and self-trust.If you’re looking for deeper, personalised support while navigating both personal and professional transitions, 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.If this episode supported you, share it with someone who needs this reminder, or tag me on Instagram so I can say thank you.You’re allowed to move slowly.You’re allowed to feel.And you’re still allowed to want more.
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 enough yet.” In this conversation, I explore how perception shapes our experience and why learning to see yourself accurately can become a true superpower.We talk about the role of self-awareness in both personal and professional growth, the duality of experience and perception, and why acknowledging your achievements isn’t arrogance, it’s self-leadership. I also share reflections on identity growth, how to upgrade the way you see yourself to match the reality you’re already living, and practical ways to recognise and leverage your strengths instead of overlooking them.This episode is a reminder that growth doesn’t always require more effort. Sometimes it requires a new lens.If this conversation resonates and you want to build a more grounded, confident relationship with yourself and the way you lead your business, you can begin with Sell Like A Woman – $11. It’s designed to help you build belief, clarity, and self-trust through skill rather than pressure.If you’re navigating deeper identity shifts and want personalised support as you evolve your leadership and 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.If this episode supported you, share it with a woman who needs the reminder.What you’re doing is enough.Who you are is enough.And your journey is worth celebrating.
This episode is about scaling with intention, not pressure.I walk you through the foundational elements required to grow a service-based business to multi-six figures without burning out or relying on short-term tactics. We talk about how to create a clear timeline offer suite that supports your client’s full journey, why high-level programs are essential for retention and brand positioning, and how sustainable sales approaches outperform hustle-driven strategies every time.We also explore the role of emotional intelligence in scaling, how self-awareness helps you move through internal blocks that cap growth, and why shifting your focus from how to who you need to become accelerates results far more effectively than tactics alone.This episode is designed to help you zoom out, refine your structure, and make strategic decisions that support long-term success rather than quick wins.If this conversation resonates and you want to start strengthening the foundations of your sales, messaging, and leadership, you can begin with Sell Like A Woman – $11. It’s designed to help you build sales skill, clarity, and confidence in a way that supports scalable growth.If you’re ready for deeper, personalised support as you scale your offers, positioning, and delivery, 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 scale in a way that’s aligned, strategic, and sustainable.
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