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Speak Your Way To Cash

Speak Your Way To Cash

By: Ashley Kirkwood
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About this listen

 Ashley Kirkwood from the Speak Your Way To Cash podcast will share business tactics, tips, and strategies from her own experience and interviewing experts in the speaking, sales and entrepreneurship space.

Ashley has built several successful businesses including her law firm and speaking business, where she speaks to colleges and corporations on confidence, leadership, and student success. Her signature speech is entitled, The Currency of Confidence. Ashley has spoken to audiences with as many as 4,000 people in attendance. She has helped several universities reinvigorate student engagement and enjoys speaking to law schools and sharing her story, which is chronicled in her book, The Law School Hustle.

Ashley hosts an event called, Speak Your Way To Cash for speakers looking to enhance their speaking business and learn knock-it-out-of-the-park sales strategies!

Email Ashley at admin@passionpurposeandpaychecks.com.Copyright Ashley Kirkwood Economics
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/
    Show More Show Less
    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/
    Show More Show Less
    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/
    Show More Show Less
    40 mins
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