Ep. 5 How Tefari Bailey Is Disrupting Finance | Hutsy, Credit, AI & Breaking the Cycle of Debt

Ep 7. Funding Your Dreams in Canada w/ Charles Kayitaba (CK the Broker)

Getting funding in Canada isn’t the same as what you see on social media. Zero-down deals, flashy U.S. playbooks, and clickbait advice rarely apply here. That’s why we sat down with Charles Kayitaba — better known as CK the Broker — financial advisor, mortgage agent, and co-founder of The Money Mint. In this episode, Charles breaks down the real Canadian funding landscape: * The truth about business and franchise loans in Canada * How the Canadian Small Business Financing Program (CSBFP) actually works * Why Canadian banks are more conservative than U.S. banks * The importance of home equity, credit, and personal guarantees * Why relationships > money when it comes to getting approved * A barbershop success story: from poor credit to multiple locations * How community and cultural strategies accelerate growth * Why financial literacy and representation matter for Canada’s future economy This conversation is a must-listen for any entrepreneur, aspiring franchise owner, or business buyer who wants to understand how to navigate Canadian banks and lenders. 🎧 Hustle. Stack. Invest. Repeat.™ — Real stories. Real strategies. No fluff.

EP 6 Your Google Search Is No Match for Me | Shay Myers on Building Wealth, Insurance, Debt and more

“Your Google search is no match for me… respectfully.” In this episode of Hustle. Stack. Invest. Repeat., we sit down with Shay Myers, founder of Finance For The Culture, who keeps it real on what it actually takes to build your financial house from the ground up. 💸 From helping a client eliminate $80,000 of debt in one year 📉 To breaking down the truth about insurance, credit, and saving 🔥 To going from a 476 credit score and $200 in her account to becoming a trusted advisor and grant-winning entrepreneur… This episode is packed with strategy, real talk, and a whole lot of cultural context around financial literacy, empowerment, and how we shift generational outcomes. We talk: Why Google & online insurance can’t replace real advisors Why insurance isn’t scary — it’s a tool for generational wealth The importance of relatability in financial education Her journey from financial rock bottom to success How to fix your credit and build your financial house

Ep. 5 How Tefari Bailey Is Disrupting Finance | Hutsy, Credit, AI & Breaking the Cycle of Debt

In this powerful episode of Hustle. Stack. Invest. Repeat., we sit down with Tefari Bailey, founder of Hutsy Financial, for one of the realest convos on money, legacy, and breaking generational cycles. From watching his immigrant parents sacrifice everything, to building a financial tech company that landed a $2M VC raise, Tefari shares: ✅ The mindset behind raising capital in the U.S. ✅ How AI is transforming personal finance for everyday people ✅ The dangers of payday loans & algorithmic banking ✅ Lessons from Dragon’s Den & Wes Hall’s investment ✅ The role of networking, credit, and knowing your lane This isn’t just talk — it’s blueprint-level strategy, real vulnerability, and direction for the community.

Ep. 4 Don't Just Sell It...Be It - Become the Brand | How Real Relationships Build Business

In this episode of hustle. stack. invest. repeat., we sit down with Maurice Davis — a dynamic entrepreneur and brand specialist who built his brand by doing what most people overlook: connecting with people first. From bringing black cake and bun & cheese to hotel staff, to becoming the go-to guy without a title, Maurice shares how real relationships, cultural awareness, and authentic engagement made him a brand within a brand. 🔥 We talk: How to become the brand people remember Relationship-based selling strategies Why cultural connection wins in business Building trust with people who actually run the operation Turning reputation into revenue

Ep. 3 She Got Game - Building Canada's First Paid Women's Basketball League with Keesa K

In this episode of Hustle. Stack. Invest. Repeat., we’re joined by the inspiring Keesa K, founder of Hoop Queens, Canada's first paid women's basketball league. Keesa dives deep into her journey of creating a platform that empowers Black women in the sports world, shares how she turned her passion into a movement, and discusses the importance of mentorship and representation. We explore: - The motivation behind Hoop Queens and how it addresses the lack of representation for Black women in basketball. - Kisa's experiences building a successful business from scratch with no business plan, leveraging her degree, and growing into an influential brand. - The challenges she faced along the way, from securing gym space to financial strategies, and how she's been able to push through as a Black woman entrepreneur. - Her vision for the future of Hoop Queens, creating more paid opportunities for women in sports, and expanding her legacy. - The power of networking, grants, and staying consistent in the pursuit of success. Keesa's candid advice for entrepreneurs will leave you motivated to start, stay consistent, and lean into your passion! 🎧 Tune in to learn how she’s breaking barriers and creating generational change through basketball and business!