Nicaila Matthews Okome | Side Hustle Pro Media

Side Hustle Pro

Business EN ↓ 528 episodes

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.

Author

Nicaila Matthews Okome | Side Hustle Pro Media

Category

Business

Podcast website

sidehustlepro.co

Latest episode

Jul 7, 2026

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Episodes

495: Breaking My Own Glass Ceiling 31.12.2025

This week we’re changing it up and I’m sitting in the guest chair. In this special “podcast swap” episode of Side Hustle Pro, I’m sharing an interview from the podcast To Tell You The Truth with host and Podcast Moguls student Brittany Sharpton. We dive into the concept of self-imposed barriers and how they can prevent entrepreneurs, especially Black women, from realizing their full potential.&nbs...

494: Owning Manhattan’s Tricia Lee: From Beauty Mogul to Real Estate Titan 24.12.2025

This week in the guest chair we have Tricia Lee, powerhouse real estate broker, star of Netflix’s Owning Manhattan, and founder and leader of the highly talented Tricia Lee Team at Serhant.  Tricia sold over $200M in her solo career before joining Serhant and simultaneously joining forces with her partner, Jeffrey St. Arromand. Through the power of partnership, authenticity, and personal bran...

493: How To Make Content For Your Business In Less Than 1 Hour A Week 19.12.2025

As an entrepreneur, content creation has become a huge part of expanding a business. So this week I’m sharing 4 tips that have helped me take the pressure off creating awesome content while running a business.  In this episode I’m sharing: How to optimize your recording sessions to get content done quicker My favorite content creation tech and tools, and much more! Check out this episode and...

492: Rebuilding My Business After Burnout 11.12.2025

Rebuilding my business after burnout wasn’t one big breakthrough. It was a series of small, honest shifts that finally brought me back to myself. Rest. Prioritization. Time boundaries. Financial honesty. And the self-care I kept putting off because I felt guilty investing in myself. In today’s episode of The Expansion Era , I’m sharing what this rebuilding season has really looked like for me as a...

491: 9 Side Hustles You Can Start Today That Could Replace Your 9-5 04.12.2025

Are you ready to finally take the leap and start your side hustle, but don’t know where to start? This week we are outlining nine high-potential side hustles that can realistically scale to replace or significantly supplement your full-time income.  Now these are not quick-fix ideas, these are long-term businesses that can bring you recurring revenue by leveraging automation tools (especially...

490: She Left Corporate and Built a 7-Figure Business 26.11.2025

This week in the guest chair, Dr. Lakila Bowden shares her powerful journey from leading thousands inside Fortune 500 companies to co-founding ISee Technologies, a Black sister-owned, disability-led consulting firm now earning seven figures. After leaving corporate in 2019, Lakila teamed up with her sister, Camille, to build a company trusted by brands like Disney, Kraft Heinz, and the EPA for hig...

489: How to Start a Side Hustle with AI (feat. Nadeen Matthews Blair) 19.11.2025

This week in the guest chair, we have someone very special, my sister, Nadeen Matthews Blair and her pivot story is going to speak directly to anyone who’s ever felt called to reinvent themselves. After 20 years in banking, management consulting, and C-suite leadership, Nadeen hit a point where the titles, the pressure, and the nonstop demands were no longer aligned with the life she wanted for he...

488: The Power in the Pivot: How Keewa Nurullah Is Rebuilding After Closing Her Dream Business 12.11.2025

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 de...

487: Mindset Hacks For Every Business Owner 05.11.2025

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...

486: How to Side Hustle With a Full-Time Job 29.10.2025

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...

485: How to Turn Your Skills Into a Side Hustle 24.10.2025

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 strengths Different service-based ideas yo...

484: Demetria Lucas on Taking Career Risks and Embracing Pivots 16.10.2025

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 flawless...

483: The First 3 Moves I’d Make If I Were Starting a Side Hustle Today 10.10.2025

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...

482: 7 Side Hustles That Pay When You’re Unemployed 04.10.2025

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 ca...

481: Why Pivoting Isn’t Failure (My Real Story) 26.09.2025

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 fee...

480: My Life Was Running Me Until I Took This Step 19.09.2025

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...

479: When Business Gets Hard, Do This (Don’t Quit) 12.09.2025

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...

478: Why I Lost My Mojo 05.09.2025

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 depressio...

477: How Codie Elaine Oliver Brought Black Love To The Big Screen 27.08.2025

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 o...

476: How Germanee G Went From GAP Inc. to Celebrity Stylist REWIND 20.08.2025

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...

475: Why Your Podcast Isn't Making Money (and How to Fix It) 13.08.2025

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:...

474: What It Takes to Launch a Chick-fil-A Franchise w/ Kareem Edwards 06.08.2025

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 mas...

473: Melyssa Ford on Health, Hustle, and Healing 30.07.2025

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 oppo...

472: How Two Side Hustlers Became The Go-To Merchandisers For Businesses Across America REWIND 23.07.2025

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 business How they expanded from small business to having corporate clients  The processe...

471: From Ghana To Ulta: How Hanahana Beauty’s Founder Is Expanding Her Brand REWIND 16.07.2025

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 Ghana...

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