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298: How She Made Close to $20,000,000 Selling Her Expertise - Black Podcasting
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Business

298: How She Made Close to $20,000,000 Selling Her Expertise

podcast December 21, 2025

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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 your transparency was the very thing that could take you from broke to booked out? 💸 In this powerhouse episode of Speak Your Way To Cash®, Ashley sits down with crafting mogul Cassandra Wilcox, who went from eviction and hotel rooms to building a $19.5M business in the crafting and digital product space. No investors. No paid ads. Just value, community, and vulnerability.

This is more than just a rags-to-riches story—it’s a blueprint for building a real business with your story, your skill, and your smartphone.

▪️ How Cassandra turned T-shirt tutorials into millions with digital product funnels, pre-orders & community
▪️ Going live DAILY: Why going live without a sale didn’t stop her grind—and how it paid off
▪️ From hotel to high-rise: The mindset shift that scaled her to 8-figures
▪️ Digital Funnels Done Right: The upsell/downsell/email strategy every creator needs
▪️ Membership Model Magic: How 3 levels of recurring income made her biz sustainable
▪️ Vulnerability Converts: The power of sharing your truth and building customer trust that buys
▪️ How she used free content to generate $465K in one challenge

Cassandra breaks down not only the practical steps she took to build a multi-million dollar empire but also the emotional intelligence and transparency it took to build community, trust, and longevity. She’s proof that real always wins—and you don’t need perfection to be powerful.

If you’re building a service business, selling digital products, or wondering how to start from scratch, this is your sign to hit play, take notes, and stop waiting to be “ready.” 💥

🔗 Connect With Cassandra Wilcox
Website: https://www.passion2profitsclass.com
YouTube: CraftingWithCassie Instagram: @craftingwithcassie
TikTok: @craftingwithcassie
FREE Masterclass: https://www.passion2profitsclass.com

Connect with Ashley and Resources Mentioned:
✔️ Claim Your Free Speak Your Way to Cash® Book: https://www.speakyourwaytocash.com/BookPreviewLive
✅ Get your FREE Ticket to the Your First Corporate Offer Summit: www.speakyourwaytocashsummit.com 
✔️ 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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