Episodes

  • 311: 5 Hard Truths About Scaling

    311: 5 Hard Truths About Scaling
    Dec 23 2025
    Can I show you how to sell to large companies 100% free?? If so, register for Corporate Selling Secrets: www.corporatesellingsecrets.com

    Want me to coach you for three days for just $97?? Attend the Land Big Clients Challenge: www.landbigclients.com

    What if the very habits that helped you hit six or seven figures are now quietly sabotaging your business, draining your energy, and pushing away your best team members? In this powerful episode of the Speak Your Way to Cash® Podcast, Ashley Kirkwood breaks down the hardest truths about scaling a business that most entrepreneurs never hear until it’s too late.

    Drawing from her journey from a $300K corporate law career to building a multi–seven-figure company recognized on the Inc. 5000 list, Ashley shares what actually happens behind the scenes when your business starts to grow fast. This conversation is real, unfiltered, and exactly what seasoned experts, coaches, consultants, and speakers need if they want to scale sustainably without losing themselves in the process.

    In this episode, Ashley pulls back the curtain on:
    ▪️ Why the clients who helped you reach six figures may be the very ones holding you back from seven and eight
    ▪️ The uncomfortable truth about marketing budgets, paid ads, and why organic growth alone is not predictably scalable
    ▪️ How doing “everything yourself” keeps you trapped and why systems, sales processes, and delegation unlock real freedom
    ▪️ The leadership mistake most founders make when their team underperforms and how to fix it
    ▪️ Why burnout is not a badge of honor and how protecting your health is a revenue strategy, not a luxury

    This episode is especially for high-achieving entrepreneurs who feel the pressure to perform, lead, and grow while secretly wondering how long they can keep this pace. Ashley shares personal stories, real numbers, and practical frameworks to help you scale your business without burnout, chaos, or resentment.

    If you’re serious about business growth, leadership development, predictable revenue, and building a company that doesn’t collapse when you step away, this episode will shift how you think about scaling forever.

    🎧 Listen, take notes, and get ready to lead at a higher level.

    🔗 Connect with Ashley and Resources Mentioned:

    ✔️ Claim Your Free Speak Your Way to Cash® Book: https://www.speakyourwaytocash.com/BookPreviewLive
    ✔️ Waitlist for Black Women Sell Live: https://www.blackwomensellevent.com/
    ✔️ Pitch Your Way to Cash® Membership: www.pitchyourwaytocash.com
    ✔️ Join the Speak Your Way to Cash® Skool Group: https://www.skool.com/sywtc
    ✔️ Join the Speak Your Way to Cash® Facebook Group: https://www.facebook.com/groups/SpeakYourWayToCash/
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    32 mins
  • 310: 10x Your Sales Now By Using Sales Psychology

    310: 10x Your Sales Now By Using Sales Psychology
    Dec 23 2025
    ATTEND OUR VIRTUAL 3-DAY EVENT & LEARN TO LAND BIG CLIENTS AS AN EXPERT: https://www.landbigclients.com/register

    Join our FREE Skool Community for Experts Looking To Sell More Services: https://rebrand.ly/SYWTCSkool

    What if you could use sales psychology to turn live events, webinars, and keynotes into million-dollar revenue machines—without feeling scammy, pushy, or exhausted? In this powerful talk, Ashley Kirkwood breaks down the receipts behind her multi-seven-figure events and shows you exactly how to shift belief systems, engineer “yes,” and sell from the stage in a way that feels aligned, ethical, and wildly effective. If you’ve ever wondered how to sell high-ticket offers at live events or on webinars without sounding like every other coach online, this is for you.

    ▪️ Receipts vs. Rhetoric: Ashley shows you why your clients aren’t just battling your price—they’re battling their own past purchases, failed programs, and unopened courses, and how to speak to that psychology in your pitch.

    ▪️ Unique Selling Power: Learn how to stop sounding like “every other coach” by pulling from your real-life expertise (like Ashley’s trial-lawyer background and trial science) and turning it into a unique positioning that makes your offer incomparable.

    ▪️ Event Science & Million-Dollar Metrics: Ashley walks through the actual numbers behind her events—how they went from under $1K to $3.5M, why “every 100 people equals $1M” became her benchmark, and what she changed in her live event structure to make buying feel inevitable.

    ▪️ The Psychology of Yes Framework: Dive into Ashley’s 3-part “Yes” model—personal worth, business worth, and community worth—so your audience isn’t just buying a program, they’re buying a new identity, a more powerful business, and a room full of peers they’re proud to grow with.

    ▪️ Edutainment, Identity & Objection Handling: From themes (like the Olympics) and props, to identity-based teaching (“non-starter, self-starter, finisher”), to handling spoken and unspoken objections (money, spouse, fear, faith), Ashley shows you how to turn every touchpoint—stories, humor, even your outfits—into intentional conversion tools.

    If you’ve been hiding your offer, toning down your gifts, or secretly worried your webinar isn’t “big enough” to sell your high-ticket program, this episode will call you up, not out. You’ll walk away with concrete language, fresh frameworks, and a bold reminder that your job is to transfer belief, not beg for the sale. Hit play, take notes, and then go tell the world what you sell, y’all.

    Connect with Ashley and Resources Mentioned:
    ✔️ Claim Your Free Speak Your Way to Cash® Book: https://www.speakyourwaytocash.com/BookPreviewLive
    ✔️ Waitlist for Black Women Sell Live: https://www.blackwomensellevent.com/
    ✔️ Pitch Your Way to Cash® Membership: www.pitchyourwaytocash.com
    ✔️ Join the Speak Your Way to Cash® Skool Group: https://www.skool.com/sywtc
    ✔️ Join the Speak Your Way to Cash® Facebook Group: https://www.facebook.com/groups/SpeakYourWayToCash/
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    47 mins
  • 309: How High Paid Experts Sell Without Chasing Clients

    309: How High Paid Experts Sell Without Chasing Clients
    Dec 22 2025
    ATTEND OUR VIRTUAL 3-DAY EVENT & LEARN TO LAND BIG CLIENTS AS AN EXPERT: https://www.landbigclients.com/register

    Join our FREE Skool Community for Experts Looking To Sell More Services: https://rebrand.ly/SYWTCSkool

    In this powerful Speak Your Way to Cash® episode, Ashley Kirkwood breaks down exactly how high paid experts can stop playing small, stop selling hours, and start landing five and six figure contracts with corporate clients using outcome-based pricing, a simple three-step framework, and a bold mindset shift that gets you paid like the powerhouse you actually are. If you’ve ever wondered “how do I stop undercharging for my expertise?” or “how do I land corporate contracts without burning out?” this is your episode.

    Here’s what you will learn inside this conversation:
    ▪️ The “expertise trap” that keeps high paid experts under-earning, why selling time instead of outcomes is sabotaging your revenue, and how to reframe your value so companies happily pay you five and six figures
    ▪️ The Outcome Reframe: how to stop saying “I’m a trainer/consultant/coach” and start using outcome-driven language that sounds like “I help companies reduce turnover by 40% in 60 days,” plus the exact money conversation script Ashley uses on sales calls
    ▪️ The Topic–Target–Pitch framework that took Ashley from $30/month offers to multiple seven-figure years, including how to pick a topic people are already buying, choose a wealthy target audience, and pitch in a way that gets fast yeses instead of ghosting
    ▪️ Passion, Purpose, Paychecks: how to move from passion-only and purpose-only work into actually getting paid, why some of y’all need to stop selling things you’re not great at, and how to leverage the 10,000-hour rule so you dominate your niche instead of pretending to be an expert online
    ▪️ Real talk about money, mindset, and sales: why your first-year business revenue goal should be 10X your old salary, why sending silent proposals is killing your deals, and how to confidently talk pricing, handle objections, and lock in corporate contracts without feeling pushy

    Ashley keeps it all the way honest about leaving a $300K big law job, rebuilding her business from underpriced hourly work, and the exact shifts that helped her grow Speak Your Way to Cash® into a multi–seven figure, Inc. 5000–ranked company serving high level experts around the world. If you’re a high paid expert, executive, consultant, lawyer, doctor, or corporate leader who knows you should be making way more from your expertise, turn this on, take notes, and get ready to reposition yourself so your business finally matches your brilliance.

    Connect with Ashley and Resources Mentioned:
    ✔️ Claim Your Free Speak Your Way to Cash® Book: https://www.speakyourwaytocash.com/BookPreviewLive
    ✔️ Pitch Your Way to Cash® Membership: www.pitchyourwaytocash.com
    ✔️ Join the Speak Your Way to Cash® Skool Group: https://www.skool.com/sywtc
    ✔️ Join the Speak Your Way to Cash® Facebook Group: https://www.facebook.com/groups/SpeakYourWayToCash/
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    40 mins
  • 308: She Made Over $250,000 From An Event! How Every Expert Should Be Selling In 2025

    308: She Made Over $250,000 From An Event! How Every Expert Should Be Selling In 2025
    Dec 22 2025
    ATTEND OUR VIRTUAL 3-DAY EVENT & LEARN TO LAND BIG CLIENTS AS AN EXPERT: https://www.landbigclients.com/register

    Join our FREE Skool Community for Experts Looking To Sell More Services: https://rebrand.ly/SYWTCSkool

    If you’re a nurse or medical professional who’s exhausted from bedside burnout and toxic hospital politics, this conversation is your permission slip to build a freedom-based nurse business using webinars, high-ticket offers, and live events—without going back to school for another degree or picking up more shifts. Ashley sits down with Millionaire Nurse CEO, Dr. Viola Pierce, to break down exactly how to turn your nursing expertise into a profitable coaching, consulting, or service-based business you can run from your laptop anywhere in the world.

    In this episode, Ashley and Dr. Viola get real about:

    ▪️ How Dr. Viola went from hospital manager in a “sick-care system” that didn’t want to keep patients healthy to building VP Nursing and the Millionaire Nurse CEO brand, helping nurses work from their computers and own their time instead of trading it for floors, shifts, and mandatory overtime. VP Nursing
    ▪️ The early mistakes that kept her underpaid—serving three different avatars, giving away random “gifts” that had nothing to do with her offer, undercharging for 6-figure results—and the simple messaging and pricing shifts that helped her clients land six-figure contracts and push her business close to seven figures.
    ▪️ The wild story of the “zero-sale” webinar, the snowstorm conference, and how one data-driven repitch plus a prop-filled, objection-crushing presentation turned into over a quarter of a million dollars in sales at a single event—and why belief, coaching, and preparation matter more than perfect conditions.
    ▪️ A raw, honest conversation about money, racism, and systems: why Black nurses and professionals should never feel guilty about wanting to get rich, how hospitals profit from sickness, and why the world gets better when the right people have money and power to change healthcare from the outside in.
    ▪️ Live coaching from Ashley: how to scale a nurse business from multi-6 to multi-7 figures using webinars, two-day virtual summits, better launch tracking, and replacing traditional “closers” with nurses doing consultative sales calls so the sales process feels like care, not pressure.

    If you’re a nurse who’s tired of begging for PTO, missing family moments, and watching hospital executives ignore your ideas while you hold the system together, this episode will show you a real, practical path from bedside to business owner—so you can build wealth, reclaim your time, and still change lives on your own terms.

    Guest Links – Connect with Dr. Viola Pierce:
    ▪️ VP Nursing – https://www.vpnursing.com
    ▪️ Millionaire Nurse CEO Conference + Events: https://millionairenurseceo.com
    ▪️ YouTube – Millionaire Nurse CEO with Dr. Viola Pierce: https://www.youtube.com/@millionairenurseceo
    ▪️ LinkedIn – Dr. Viola Pierce: https://www.linkedin.com/in/dr-viola-pierce-millionaire-nurse-ceo-58885ab9

    Connect with Ashley and Resources Mentioned:
    ✔️ Claim Your Free Speak Your Way to Cash® Book: https://www.speakyourwaytocash.com/BookPreviewLive
    ✔️ Speak Your Way to Cash® Live Rewind: https://www.speakyourwaytocashlive.com/rewind
    ✔️ Pitch Your Way to Cash® Membership: www.pitchyourwaytocash.com
    ✔️ Join the Speak Your Way to Cash® Skool Group: https://www.skool.com/sywtc
    ✔️ Join the Speak Your Way to Cash® Facebook Group: https://www.facebook.com/groups/SpeakYourWayToCash/
    Show More Show Less
    1 hr
  • 307: How to Keep Selling When The World Feels Uncertain

    307: How to Keep Selling When The World Feels Uncertain
    Dec 22 2025
    ATTEND OUR VIRTUAL 3-DAY EVENT & LEARN TO LAND BIG CLIENTS AS AN EXPERT: https://www.landbigclients.com/register

    Join our FREE Skool Community for Experts Looking To Sell More Services: https://rebrand.ly/SYWTCSkool

    The world may feel like it’s on fire—but your business doesn’t have to burn with it. In this powerful solo episode, Ashley Kirkwood, founder of the multi–seven-figure Speak Your Way to Cash®, breaks down exactly how to keep selling, leading, and scaling when life feels unbearably heavy. Whether you’re navigating global chaos, financial uncertainty, or emotional burnout, Ashley reveals the four frameworks she’s used to carry her company through crisis without losing her peace, her profits, or her purpose.

    ▪️ Reset vs. Self-Care: Why bubble baths aren’t enough and how to truly recharge your mind and spirit through intentional solitude, prayer, and personal sabbaticals.
    ▪️ Build a Belief System: The “Belief Bus” method that keeps your goals moving forward even when motivation fades.
    ▪️ Ask for Help: The power of outsourcing, rearranging your life, and prioritizing your peace without guilt.
    ▪️ Detach from the Dollar: Why your bank account can’t define your worth—and how to root your identity in something unshakable so you can lead with clarity through any season.

    Ashley’s message will remind you that the world doesn’t need more exhausted experts—it needs leaders who can stand firm, serve well, and sell transformation no matter what’s happening around them.

    Connect with Ashley and Resources Mentioned:
    ✔️ Claim Your Free Speak Your Way to Cash® Book: https://www.speakyourwaytocash.com/BookPreviewLive
    ✔️ Pitch Your Way to Cash® Membership: www.pitchyourwaytocash.com
    ✔️ Join the Speak Your Way to Cash® Skool Group: https://www.skool.com/sywtc ✔️ Join the Speak Your Way to Cash® Facebook Group: https://www.facebook.com/groups/SpeakYourWayToCash/
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    36 mins
  • 306: From Game Day to Global Impact

    306: From Game Day to Global Impact
    Dec 22 2025
    ATTEND OUR VIRTUAL 3-DAY EVENT & LEARN TO LAND BIG CLIENTS AS AN EXPERT: https://www.landbigclients.com/register

    Join our FREE Skool Community for Experts Looking To Sell More Services: https://rebrand.ly/SYWTCSkool

    What if you could visualize $50K in your hands... and actually receive it? In this powerful conversation between Ashley Kirkwood and former NFL star turned motivational speaker Andre Fluellen, you'll discover how to reprogram your mind for abundance and mental toughness—without sabotaging yourself with silent negativity.

    This episode isn’t just motivational—it’s transformational. If you’ve been trying to manifest, pitch, build your brand, or win in business but feel stuck in a loop of doing “all the right things” with none of the results… this conversation will unlock what’s been holding you back.

    ▪️ Why Most People Fail at Manifesting – Discover how negative meditation and positive affirmations actually cancel each other out—and how to reverse the pattern
    ▪️ The REAL 3-Part Manifestation Formula – Meditation + Affirmation + Visualization (and how to activate all five internal senses)
    ▪️ Fuel of Embarrassment vs. Fuel of Admiration – Learn the unique mindset that helped Andre go from being cut 9 times in the NFL to winning in business
    ▪️ How to Pitch with Confidence (Even After Rejection) – The behind-the-scenes system Andre uses to send up to 100 pitches a day and land school contracts
    ▪️ The Law of Business & Entrepreneurship – A powerful framework for building a business that doesn’t feel like work by solving your own problems first

    Andre gets real about rejection, identity, rebuilding from being financially wiped out, and how he became the first employee in his wife’s business. This one is for the high-achievers, the dreamers, and the doers who know they’re meant for more but need that internal spark to finally move.

    Connect with Ashley and Resources Mentioned:
    ✔️ Claim Your Free Speak Your Way to Cash® Book: https://www.speakyourwaytocash.com/BookPreviewLive
    ✔️ Pitch Your Way to Cash® Membership: www.pitchyourwaytocash.com
    ✔️ Millions From The Stage Waitlist: https://www.millionsfromthestage.com/waitlist
    ✔️ Join the Speak Your Way to Cash® Facebook Group: https://www.facebook.com/groups/SpeakYourWayToCash/
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    42 mins
  • 305: Championship Mindset Secrets

    305: Championship Mindset Secrets
    Dec 22 2025
    ATTEND OUR VIRTUAL 3-DAY EVENT & LEARN TO LAND BIG CLIENTS AS AN EXPERT: https://www.landbigclients.com/register

    Join our FREE Skool Community for Experts Looking To Sell More Services: https://rebrand.ly/SYWTCSkool

    What do you do when the entire world expects you to win—and you don’t? In this powerful, tear-jerking, and soul-stirring interview, Olympic Gold Medalist Sanya Richards-Ross joins Ashley Kirkwood live on stage to share the emotional story of bouncing back from the biggest upset of the Olympic Games. This episode is a masterclass in resilience, faith, mental toughness, and building generational legacy.

    Whether you’re growing a business, chasing a dream, or recovering from a personal setback, this conversation will remind you that failure is not the finish line—it’s the setup for your gold medal moment.

    What You’ll Learn in This Episode:
    ▪️ How Sanya rebounded after losing Olympic gold—and found her greatest win
    ▪️ The REAL reason elite athletes (and entrepreneurs!) need mental performance support
    ▪️ How 1,000+ sit-ups a day taught her the power of preparation and discipline
    ▪️ Why delayed gratification is the secret weapon for long-term business success
    ▪️ The surprising link between Olympic-level performance and business growth

    Featuring stories you’ve never heard before—from managing family in business, staying grounded through public pressure, and how Sanya built a fashion brand, landed a Shark Tank deal, and turned a 19-year-old record into a legacy that inspires generations. 🙌🏾🔥

    Perfect for high achievers, visionaries, first-gens, and anyone who’s felt the sting of public failure. This one’s for you.

    About Our Guest:
    Sanya Richards-Ross is a 4x Olympic Gold Medalist, NBC Sports Broadcaster, Nike Brand Ambassador, founder of Coordinates, creator of Mommy Nation, and author of Chasing Grace.

    📘 Get her book: Chasing Grace: What the Quarter Mile Has Taught Me About God and Life https://www.amazon.com/Chasing-Grace-Quarter-Taught-About/dp/0310344842

    Follow Sanya:
    📸 Instagram: https://www.instagram.com/sanyarichiross
    🌐 Website: https://www.sanyarichardsross.com

    Connect with Ashley and Resources Mentioned:
    ✔️ Claim Your Free Speak Your Way to Cash® Book: https://www.speakyourwaytocash.com/BookPreviewLive
    ✔️ Pitch Your Way to Cash® Membership: www.pitchyourwaytocash.com
    ✔️ Millions From The Stage Waitlist: https://www.millionsfromthestage.com/waitlist
    ✔️ Join the Speak Your Way to Cash® Facebook Group: https://www.facebook.com/groups/SpeakYourWayToCash/
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    46 mins
  • 304: What Every Entrepreneur Needs to Know About Leading a Team

    304: What Every Entrepreneur Needs to Know About Leading a Team
    Dec 22 2025
    ATTEND OUR VIRTUAL 3-DAY EVENT & LEARN TO LAND BIG CLIENTS AS AN EXPERT: https://www.landbigclients.com/register

    Join our FREE Skool Community for Experts Looking To Sell More Services: https://rebrand.ly/SYWTCSkool

    Are you stuck hiring great people… but still doing all the work yourself?

    In this powerful and hilariously real episode of the Speak Your Way To Cash® podcast, Ashley Kirkwood sits down with leadership development coach and executive consultant Kisha Wynter for a no-fluff conversation about what it really takes to grow a six-figure+ business without burning out or bottlenecking your team. If you’ve ever said, “Why can’t they just do it like I would?” — this one is for you.

    ▪️ Why most entrepreneurs accidentally hire workers instead of leaders — and how to fix it fast
    ▪️ The exact strategy Ashley used to scale a 14-person team, and what she'd do differently
    ▪️ Why coaching your team is a non-negotiable skill (and how to do it in 10 hours or less)
    ▪️ How Kisha landed multiple five-figure contracts despite corporate DEI pullback
    ▪️ The mindset shift that helped Ashley attract rockstar hires who grow with the mission

    💡 This episode is packed with personal stories, $100K+ leadership strategies, and team-building tips that will help you scale with less stress and more confidence.

    Guest Expert:
    ✨ Kisha Wynter – Leadership Development Coach & Executive Consultant
    📘 Author of Your Power Unleashed: How Savvy Women Use Courage To Get Promoted, Get Paid & Find Fulfillment
    💼 Learn more or book Keisha for team coaching: https://www.yourpowerunleashed.org/

    ✔️ Claim Your Free Speak Your Way to Cash® Book: https://www.speakyourwaytocash.com/BookPreviewLive
    ✅ Pitch Your Way to Cash® Membership: www.pitchyourwaytocash.com
    ✔️ Millions From The Stage Waitlist: https://www.millionsfromthestage.com/waitlist
    ✅ Join the Speak Your Way to Cash® Facebook Group: https://www.facebook.com/groups/SpeakYourWayToCash/
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    39 mins