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PODCAST

Side Hustle Pro

Nicaila Matthews Okome | Side Hustle Pro Media

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

business entrepreneurship

All Episodes

24:41

481: Why Pivoting Isn’t Failure (My Real Story)

Side Hustle Pro ·

2025/09/26

For a long time, I believed pivoting meant I had failed. But now, I’ve learned that pivoting is actually proof that you’re still growing, still expanding, and still in motion.In this episode, I open up about why I recently applied for a job, how it connects to everything I’ve built with Side Hustle Pro, and the lessons I’m learning in this new season.In this episode, I share:Why pivoting is feedback, not failureHow every pivot stacks and nothing is wastedThe dangers of comparison and how to release

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25:11

480: My Life Was Running Me Until I Took This Step

Side Hustle Pro ·

2025/09/19

In this solo Expansion Era episode, I’m opening up about a turning point in my journey: when I realized my life was running me, not the other way around. I share the step I took to shift that dynamic and the five powerful lessons that continue to guide me today. From building discipline like a muscle, to falling in love with the process, to tracking effort over outcomes, these lessons are helping me reclaim balance, confidence, and control. I’m still in the process myself, but I know these insights

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20:39

479: When Business Gets Hard, Do This (Don’t Quit)

Side Hustle Pro ·

2025/09/12

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 action. From sponsorship slowdowns to shifting income streams, I walk you through the real strategies I use to find balance and keep moving forward.In this episode, I share:Why slowing

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39:44

478: Why I Lost My Mojo

Side Hustle Pro ·

2025/09/05

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, health, and business.In this episode I share:The reality of postpartum depression, business setbacks, and navigating motherhood while running a businessHow I’m redefining success and

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47:02

477: How Codie Elaine Oliver Brought Black Love To...

Side Hustle Pro ·

2025/08/27

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 app, podcast network, documentaries, and live events. We get the inside scoop on how Codie built her show from the ground up and grew into a multimedia empire.In this episode she

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47:46

476: How Germanee G Went From GAP Inc. to Celebrity...

Side Hustle Pro ·

2025/08/20

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 living with family and driving DoorDash to make end’s meet to hiring a team for her styling firmHow to leverage opportunities like internships and a personal brand for business

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31:25

475: Why Your Podcast Isn't Making Money (and How to...

Side Hustle Pro ·

2025/08/13

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 help you get your podcast to that same level.In this episode I’m sharing:Effective Marketing: How you’re going to optimize content planning and to get people to consistently see what

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57:33

474: What It Takes to Launch a Chick-fil-A Franchise...

Side Hustle Pro ·

2025/08/06

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 franchising and balanced a 9-to-5 at Google while working nights at a Chick-fil-A to master the day-to-day operations.In this episode she shares:The importance of community impact, creating an

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1:09:28

473: Melyssa Ford on Health, Hustle, and Healing

Side Hustle Pro ·

2025/07/30

This week in the guest chair we have Melyssa Ford, media personality, actress, and advocate known for her dynamic presence in entertainment. With a career spanning television, film, and radio, she has captivated audiences as a host on the Joe Budden podcast and various TV appearances.As a seasoned veteran in media and entertainment, Melyssa mastered the art of pivoting and identifying viable opportunities to launch into new and exciting spaces.In this episode she shares:Her new podcast Hot and

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46:06

472: How Two Side Hustlers Became The Go-To...

Side Hustle Pro ·

2025/07/23

This week in the guest chair we have Quianne Perrin Savoy and Sonja Smith, founders of The Merch Studio. They provide businesses and entrepreneurs with unique and completely customizable merchandise.In this episode they share:How their creative backgrounds set the foundation for starting their own businessHow they expanded from small business to having corporate clientsThe processes they use to ensure high quality and timely customer serviceCheck out this episode and others on Apple Podcasts,

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57:06

471: From Ghana To Ulta: How Hanahana Beauty’s...

Side Hustle Pro ·

2025/07/16

Abena Boamah-Acheampong is the founder + CEO of Hanahana Beauty, a consciously clean skin care, beauty + wellness brand. As a former 7th grade math teacher and therapist, Abena launched her brand with humanity and intention in mind. Now being sold in stores like Ulta, Hanahana Beauty is quickly on its way to becoming a household name.In this episode Abena shares:How she was able to pay the Ghanaian women who produce the raw materials twice their asking priceThe skills she learned from being a

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56:43

470: This NYC Native Runs a Luxury Fragrance Boutique...

Side Hustle Pro ·

2025/07/09

This week in the guest chair we have Kimberly Waters, founder of Modern Urban Sensory Experiences, or MUSE, a luxury boutique fragrance house based in Harlem, NY. When Kimberly realized her role in corporate America was not providing her room to grow into her potential, she launched MUSE out of the parlor floor of a friend’s brownstone on Convent Ave in Harlem and has been growing ever since.In this episode Kimberly shares:Why tapping into her community of mentors and entrepreneurs was the right

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1:08:15

469: Turning Grief Into Growth: How Amy Anaiz Built a...

Side Hustle Pro ·

2025/07/02

This week in the guest chair we have Amy Anaiz, a celebrated photographer turned product founder and the creator of OZAIZ, a sustainable home goods and fragrance brand. After building a successful wedding and portrait photography business for over a decade, Amy made a powerful pivot—launching a line of sculptural, multi-use glassware inspired by beauty, intention, and function.In this episode, Amy opens up about her transition from side hustler to full-time creative, and how becoming a mother—while

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1:01:30

468: How Side Hustling Nurse Naseema McElroy Paid Off...

Side Hustle Pro ·

2025/06/25

This week in the guest chair we have Naseema McElroy, author and the founder of Financially Intentional, a platform about personal finance and living life intentionally. Starting with just under one million dollars in debt, Naseema taught herself financial literacy, paid off her debt, and started side hustling as a consultant teaching others to do the same.In this episode she shares:How she created an intentional budget that didn’t leave her in a place of lackWhy she believes everyone can take

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54:29

467: From Accountant to Clean Beauty CEO: How Tisha...

Side Hustle Pro ·

2025/06/18

This week in the guest chair, I’m joined by Tisha Thompson, the founder and CEO of LYS Beauty, the first Black-owned clean cosmetics brand to be carried at Sephora. Tisha shares her inspiring path from staff accountant and part-time makeup artist to leading her own beauty brand that launched during the pandemic and quickly sold out in 10 days.In this episode, Tisha breaks down how she strategically pivoted from finance to beauty marketing, cold-pitched Sephora with a bold email (before she even

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50:19

466: From Actuary to Podcaster: How Marina Batliwalla...

Side Hustle Pro ·

2025/06/11

This week in the guest chair, we’re spotlighting Marina Batliwalla, financial professional and host of the Banking on Girls podcast. Born in India, raised in Australia, and now based in LA, Marina joined Podcast Moguls to launch a show centered around financial literacy for women and girls—and she’s done just that, all while working full-time.Marina shares how she overcame mindset hurdles to get started, leveraged her platform to speak at the United Nations, and is now piloting financial education

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1:00:14

465: The Founder of Boss Women Media Launched a...

Side Hustle Pro ·

2025/06/04

This week in the guest chair we have Marty McDonald, founder of Elle Olivia & Boss Women Media. Her background in corporate laid the foundation to launching Boss Women Media, the offline/online women’s empowerment community. After a challenging experience with giving birth to her first child, Marty translated that same idea of empowerment to launch Elle Olivia, a lifestyle brand for young Black and Brown girls.In this episode she shares:How she landed her brand Elle Olivia in over 400 Target

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1:12:01

464: From Corporate Employee to CEO Coach: Monique R....

Side Hustle Pro ·

2025/05/28

This week in the guest chair, we have Monique R. Shields, executive coach, entrepreneur, and founder of Claimed, a program dedicated to helping high-achieving Black mothers unlock their next chapter. In this episode, Monique shares her inspiring journey from corporate to coaching and the lessons she’s learned along the way. She discusses the power of releasing limiting beliefs, why investing in yourself is key to growth, and how motherhood led to her decision to take ownership of her time and

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52:50

463: From $300 Side Hustle to Seven-Figure Scent Empire

Side Hustle Pro ·

2025/05/21

This week in the guest chair we have Maekaeda Gibbons, Trinidad-born founder & CEO of Brown Sugar Babe, the cult-favorite fragrance and body-care brand whose body oils like Wild Card and Rich Auntie just keep selling out.In this episode she shares:Turning a $300 paycheck into a side hustle that now ships 10,000+ orders a monthHer exact growth playbook: pop-ups at Atlanta’s Ponce City Market, a 20,000-member Facebook group, and influencer collaborations that went viral on the internetHow she

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54:40

462: How Legendary Rootz Went From Dorm‑Room Tees to...

Side Hustle Pro ·

2025/05/14

This week in the guest chair we have Raven Gibson, multidisciplinary designer and founder of the empowering apparel and lifestyle brand Legendary Roots. Getting her start in her dorm room, Raven takes us on her journey of delegation, negotiating with Fortune 500 retailers, and trusting that what’s for you will never pass you by.In this episode she shares:How she uses art to speak up and invites her community to set healthy boundariesThe moment she got serious about QuickBooks, hired a CPA, learned

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89 results

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