Side Hustle Pro
Side Hustle Pro spotlights bold black women entrepreneurs who have scaled from side hustle to profitable business. Join Chief Side Hustler turned full-time entrepreneur Nicaila Matthews Okome for your weekly installment of Side Hustle Pro and learn actionable strategies to start small and get going–wherever and whoever you are. Side Hustle Pro features interviews with inspiring Black women entrepreneurs who started out as side hustlers, including interviews with Myleik Teele, Morgan DeBaun, Tiffany "The Budgetnista" Aliche, and more! Hosted on Acast. See acast.com/privacy for more information.
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519: After 10 Million Downloads, Here’s What I Learned
<p>If this resonated with you, here are additional resources: </p><br><p>⭐ APPLY TO SHIFT: https://sidehustlepro.co/shift</p><br><p>When I launched Side Hustle Pro, I thought success would be measured by downloads, rankings, sponsorships, and audience growth. And while reaching 10 million downloads is a milestone I'm incredibly grateful for, I've learned that the true value of podcasting has very little to do with the number itself.</p><br><p>In this episode, I share the biggest lessons I've learned after more than 500 episodes and 10 million downloads. From building meaningful relationships and creating opportunities I never co...
518: The ONE skill you need to learn before you QUIT
<p>If this resonated with you, here are additional resources: </p><br><p>⭐ APPLY TO SHIFT: https://sidehustlepro.co/shift</p><br><p>In this solo episode, I am getting real with you about the one skill that changed everything for me and that I believe every woman needs to develop right now: learning how to make money directly for yourself. I am sharing why the leap from employee to entrepreneur is so hard, how our entire lives have programmed us to earn money for someone else, and what it truly takes to start creating money on your own terms.</p>...
517: After Quitting My 6-Figure Job to Launch My Own Business Here’s What I Learned
<p>If this resonated with you, here are additional resources: </p><br><p>⭐ APPLY TO SHIFT: https://sidehustlepro.co/shift</p><br><p>In this solo episode, I'm pulling back the curtain on my entrepreneurial journey and sharing the six most important lessons I've learned since leaving my corporate job in 2017. Most people assume that quitting was my biggest risk, but the truth is, the scariest steps happened long before I ever turned in my notice.</p><br><p>I take you all the way back to 2015, when I graduated from business school without a job after not receiving the fu...
516: From Caregiver to CEO: How Camille Joy Turned Her Son’s Diagnosis Into a Movement
<p>In this episode, I sat down with Camille Joy, founder of the Moments of Joy Podcast and author of Moments of Joy: 90 Days of Encouragement, published by Penguin Random House. Camille is a trafficking survivor who escaped an abusive situation at 21, became a high school dropout turned executive chef, and fought her way into a six-figure salary by going directly to the CEO. When her youngest son Mason was diagnosed with autism, everything shifted again, and a raw, tear-filled video she recorded in her car after a difficult doctor visit went viral with over six million views in 2022.</p><...
515: From Corporate to Creative: How Jessica Lane Alexander and Lori Hall McKissic Built Pop’N Creative into a $4M Agency
<p>In this episode, I sat down with the powerhouse duo behind Pop’N Creative, Jessica Lane Alexander and Lori Hall McKissic. These two met years ago at Turner Broadcasting and spent years rising through the ranks of some of the biggest names in media and entertainment, including TBS, TNT, UPTV, and TV One, before finally betting on themselves. Their story is one of calculated risk, deep friendship, and relentless creative vision.</p><br><p>I was so excited to finally get them both on the show and dig into the real behind-the-scenes of how Pop’N Creative came to be...
514: From Tutoring Classmates in High School to $1M College Prep CEO w/ Janae Young
<p>In this episode, I sat down with Janae Young, founder and CEO of Young College Prep, who started her first business at just 15 years old, tutoring classmates out of her school library in Wilmington, North Carolina. By the time she graduated high school, she had a team of eight tutors. By the time she graduated from Stanford, she had hit $300K in annual revenue. And by 2025, she crossed her first million.</p><br><p>But Janae's path was anything but linear. COVID wiped out the SAT/ACT prep market practically overnight, and her company went into negative profit. She...
513: Tiffany Aliche on What the Hard Years Teach You About Money and Resilience
<p>This week in the guest chair is Tiffany Aliche, known to millions as the Budgetnista and the author of the New York Times bestseller Get Good With Money. Tiffany is back for a deeply personal conversation about what burnout actually looks like when you’re at the top of your game, and what it finally took for her to listen to herself.</p><br><p>She opens up about the physical and emotional signs she ignored for too long, the scary truth she finally admitted to her therapist, and how a solo trip to Sedona shifted everything. She also ta...
512: How Leah Collins Turned Financial Mistakes Into a TV Show, Multiple Income Streams, and a Purpose-Driven Career
<p>This week in the guest chair is Leah Collins, financial coach, speaker, and host of Maxxed Out, a powerful series helping people confront their finances and the relationships tied to them. But Leah’s journey didn’t start on TV, it started with a moment of truth: making the most money she ever had… and realizing she had nothing to show for it.</p><br><p>In this episode, I sit down with Leah to unpack how she transformed her own financial struggles into a thriving business, paid off $40,000 in debt, and ultimately landed her own show. We talk about...
511: Monica Cornitcher’s Journey From Personal Loss to Non-Alcoholic Cocktail Success
<p>I sat down with Monica Cornitcher, CEO and co-founder of Medase Cocktails, a premium non-alcoholic beverage brand redefining what it means to drink without alcohol. What started as a simple desire for a real cocktail experience without the after-effects turned into a six-figure investment and a fast-growing brand that’s now catching the attention of major retailers.</p><br><p>Monica shares how she and her co-founder Inga Dyer went from Zoom conversations during the pandemic to building a fully developed beverage company. Instead of rushing the process, they leaned into research, worked with a food scientist, and built a...
510: How I'm Rebuilding After A Hard Season (feat. Monique Shields)
<p>In this episode, I’m joined again by Monique Shields, and this conversation felt like therapy, coaching, and truth-telling all in one. We went deep into something I’ve personally been navigating: what it actually looks like to move out of survival mode as a high-achieving woman, especially when life has been life-ing.</p><br><p>We talked about the invisible weight many of us carry, from parenting to business to unexpected life challenges, and how that impacts the way we show up, make decisions, and even spend money. One of the biggest shifts for me? Realizing I wasn’t tell...
