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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

52:12

488: The Power in the Pivot: How Keewa Nurullah Is...

Side Hustle Pro ·

2025/11/12

This week in the guest chair we have Keewa Nurullah, artist, entrepreneur, and small-business strategist you may remember as the founder of Kido, the beloved South Loop children’s boutique that brought color, culture, and community to families across Chicago.After six powerful years in business, and national recognition that included a shout-out from President Barack Obama, Keewa made the bold decision to close her brick-and-mortar store and start over.In this episode, Keewa opens up about what it

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27:27

487: Mindset Hacks For Every Business Owner

Side Hustle Pro ·

2025/11/05

This week we’re diving into how to shift your mindset to set yourself up for success. Here’s the thing I’ve learned over the years that your mindset isn’t just a nice-to-have; it’s the foundation for everything you’re trying to build. Whether it’s pushing past fear to finally launch your business, staying consistent when sales are slow, or silencing that little voice in your head saying, ‘Who are you to do this?’ it all comes back to how you think and how you show up for yourself.In this episode I

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26:04

486: How to Side Hustle With a Full-Time Job

Side Hustle Pro ·

2025/10/29

Welcome back to the Side Hustle Pro podcast, your headquarters for turning passion projects into profitable businesses! I’m Nicaila, and today we’re talking about how to find (and protect) the time you need to build your side hustle.I get it: Working a full-time job, juggling family commitments, and trying to live your life can make your side hustle goals feel impossible. But trust me, it’s not. I used to think I had zero free hours, but as soon as I did a reality check, I found pockets of time I

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22:39

485: How to Turn Your Skills Into a Side Hustle

Side Hustle Pro ·

2025/10/24

Always wanted to start a side hustle but didn’t know what industry to try? This week I’m breaking down the exact process of identifying the skills you do effortlessly and turning them into a profitable side hustle.In this episode I share:How to pinpoint the skills hiding in your “blind spot”The importance of surveying your network to confirm your strengthsDifferent service-based ideas you can launch todayHow to validate your offers quickly and start getting paid soonerHighlights include:00:00

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42:21

484: Demetria Lucas on Taking Career Risks and...

Side Hustle Pro ·

2025/10/16

This week we’re airing my first ever live podcast! I had the opportunity to sit down with author, journalist, and media powerhouse Demetria Lucas at the On Air Fest in Brooklyn, NY.From launching A Belle in BK to building an empire that spans books, film, podcasting, and more, Demetria has mastered the art of evolving and thriving as a multi-hyphenate entrepreneur. Taking risks and flawlessly pivoting has paid off.In this episode she shares:How prioritizing steady income through podcasting, owning a

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23:01

483: The First 3 Moves I’d Make If I Were Starting a...

Side Hustle Pro ·

2025/10/10

In this solo episode, I’m sharing the first three moves I’d make if I were starting a side hustle today and it’s not what you think.Over the years, I’ve seen so many new side hustlers get caught up in the wrong things (logos, websites, Instagram aesthetic), and miss the real work that actually builds momentum and income. So I’m breaking down what I’d focus on right now if I had to start all over again.These are the same foundational steps that helped me build Side Hustle Pro from an idea into a

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27:30

482: 7 Side Hustles That Pay When You’re Unemployed

Side Hustle Pro ·

2025/10/04

Being out of work can feel scary, the bills don’t stop, and self-doubt creeps in. But here’s the thing: this doesn’t have to be the end of your story. It can be the beginning of your expansion. Today, I’m sharing seven side hustles you can start right now to rebuild your confidence, earn income, and remind yourself that you have options.Each of these hustles has the potential to bring in quick cash this month or grow into a long-term business. Momentum builds confidence, and confidence builds

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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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96 results

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