Side Hustle Pro

Updated: 12 Sep 2025 • 487 episodes
sidehustlepro.co

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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This week, I’m back in the Expansion Era to go deeper into how to slow down without quitting, especially when business (or life) feels heavy. I’m sharing my own experiences navigating tough seasons in entrepreneurship, what it means to identify and pull your levers, and how I stabilize myself before getting back into a

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05 Sep 2025 • EN

478: Why I Lost My Mojo

This week in the guest chair is… me! I’m kicking off a new season with a solo episode to share what I’m calling my Expansion Era. In this deeply personal and vulnerable episode, I open up about how I lost my mojo, what I’ve been navigating as a mom and entrepreneur, and the steps I’m taking to rebuild my confidence, he

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This week I sat down with Codie Elaine Oliver, the CEO and Co-founder of Black Love, Inc. The 100% Black owned media company, founded by Codie Elaine Oliver and husband Tommy Oliver, is a hub for Black couples and singles to have transparent conversations around relationships, parenthood, dating, and more through their

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This week in the guest chair we have Germanee Gerald, founder of GG&Co Styling Firm, a brand and image styling company. Getting her start in the fashion corporate world, Germanee realized she thrived in offering her talents as a personal stylist and started side hustling.  In this episode she shares:How she went from l

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This week I’m back with a solo episode where I’m giving you the tools to make money with your podcast. When I became a full-time podcaster in 2017, I focused on my revenue streams like brand partnerships, sponsorships, courses, and VIP programs, leading to having over 10 million episode downloads to date. I’m here to h

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This week in the guest chair we have Kareem Edwards, one of the very first men to grace the Side Hustle Pro guest chair! Hailing from Far Rockaway, Queens, Kareem got his start in major corporate roles at Lehman Brothers, Kraft Heinz, and Google—all while dreaming of owning a business. Kareem decided to pursue franchis

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