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Side Hustle Pro

by Nicaila Matthews Okome | Side Hustle Pro Media

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One of the biggest misconceptions I see when it comes to making money is the belief that you need to start from scratch. A new certification, a brand new idea, or a completely different skill set. But the truth is, most of us already have…
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This week in the guest chair, Symone’ Austin shares her powerful journey from being laid off to building a thriving YouTube platform. After recording and posting her layoff conversation, her video went viral and became the turning point in…
From a Food Blog to a $500K-a-Year Media Business: How Jannese Torres Built Yo Quiero Dinero

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In this episode, I sat down with Jannese Torres, host of the Yo Quiero Dinero podcast, to talk about how she went from a corporate career in engineering, pharmaceuticals, and consumer manufacturing to building a $500K-a-year media…
How to Make Your First $1K Side Hustling

September 11, 2026 · 33 min

If this resonated with you, here are additional resources: ⭐ APPLY TO SHIFT: https://sidehustlepro.co/shift You do not need a million dollars to change your life, you need your first $1,000. In this solo episode, I’m breaking down why the…
From YouTube Exec to Full-Time Creator: How Chanel Tyler Turned Content Creation Into 5-Figure Passive Income

August 28, 2026 · 1 hr 9 min

If this resonated with you, here are additional resources: ⭐ APPLY TO SHIFT: https://sidehustlepro.co/shift This week in the guest chair is Chanel Tyler, a strategist, creator, and self-described “contentpreneur” who has worked across…

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How Karen Young Built OUI the People

August 21, 2026 · 1 hr 14 min

In this episode, I sat down with Karen Young, founder of OUI the People, a fine fragrance and body care brand born out of her own struggle with razor burn and ingrown hairs. Karen walks us through her path from fashion, where she interned…
She Left Corporate Law, Went Back to Work, and Still Built a Global Fashion Brand

August 14, 2026 · 1 hr 11 min

In this episode, I sat down with Busayo Olupona, founder and creative director of Busayo, the Brooklyn- and Lagos-based fashion brand known for its bold prints and textiles created with artisans in Nigeria. Busayo shares how she went from…
How Her Wine Became the Obama Presidential Center’s Official White Wine

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7 Things I Had to Unlearn Before Leaving My Corporate Job

July 31, 2026 · 44 min

If this resonated with you, here are additional resources: ⭐ APPLY TO SHIFT: https://sidehustlepro.co/shift In this episode, I'm sharing the seven beliefs I had to unlearn before I could finally leave my corporate job and build Side Hustle…
Why She Pulled Her Brand Out of Whole Foods After 26 Years | Dawn Fitch, Founder of Pooka Pure and Simple

July 30, 2026 · 52 min

If this resonated with you, here are additional resources: ⭐ APPLY TO SHIFT: https://sidehustlepro.co/shift In this episode, I sat down with Dawn Fitch, founder of Pooka Pure and Simple, to talk about the winding road that took her from…
How Roxy Couse Replaced Her Corporate Title With Her Personal Brand

July 24, 2026 · 50 min

If this resonated with you, here are additional resources: ⭐ APPLY TO SHIFT: https://sidehustlepro.co/shift In this episode, I sat down with Roxy Couse, the creator behind Millennial Manager, to talk about how she built a thriving personal…
She Emptied Her Retirement to Open a Tea Brand (Jamila Wright, Founder of Brookyn Tea)

July 17, 2026 · 1 hr 0 min

If this resonated with you, here are additional resources: APPLY TO SHIFT: https://sidehustlepro.co/shift In this episode, I sat down with Jamila Wright, co-founder of Brooklyn Tea, to trace the full story of how she and her husband Ali…

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About the show

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.