Side Hustle Pro

Side Hustle Pro

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.

Episodes

April 30, 2025 62 mins

This week I’m excited to chat with someone I go way back with, Sheena McCullers. Sheena is the founder of Della’s Beauty Supply. Della’s was launched to bring a much-needed sense of belonging for BIPOC beauty lovers in Ann Arbor, MI. After moving from Brooklyn, Sheena saw a need for a place for people who look like her and took a chance on opening a storefront. 


In this episode she shares:

  • How intentionally creating a co...
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This week in the guest chair we have Kristen Dunning, founder and CEO of Gently Soap - a bathing brand built on her self-developed herbal infusions. 

An MBA grad, Kristen hails from a rare five generations of Black Alabama farmers, and she’s continuing the legacy by bringing joy back to bathing experiences for people with sensitive skin, using the medicinal properties of plants.


In this episode she shares:

  • Her vigorous pa...
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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 help you get your podcast to that same level. 


In this episode I’m sharing:

  • Effective Marketing: How you’...
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This week in the guest chair we have Julia Coney, award winning wine writer, speaker, & consultant. 

Julia wears many hats, including being the Wine Consultant for American Airlines and Founder of Black Wine Professionals; a resource for Black professionals in the world of wine.


In this episode she shares about:

  • Being multi-passionate: how exploring a range of interests, from starting at a law firm to writing a beauty...
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This week we’re taking it back to my convo with Portia Obeng, social media strategist, LinkedIn coach, and former Side Hustle Pro social media manager! 

With over 10 years of experience, Portia guides people through the ever-changing social media landscape to amplify their personal brands and make money.


In this episode she shares about:

  • The steps she’s taken to go from job hopping to helping people optimize their LinkedI...
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This week in the guest chair, we have former Podcast Moguls student Zach Nunn, Founder and CEO of Living Corporate. 


Zach unpacks how he turned his podcast into a thriving consulting business, landing brand partnerships with major corporations like Pfizer and more. 


He talks about the strategies behind creating authentic, high-quality content, leveraging interviews as a networking channel, and maximizing the value o...

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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...

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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 AI), and refining your marketing so...

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Today I am back with a solo episode where I share my favorite techniques to get back on track when you're feeling stuck. It's time to take a step back, reflect on what has worked, what hasn't, and what we're going to do about it. Whether you're dealing with mid-year slumps or just need a boost, this episode is packed with actionable advice to help you move forward.


In this episode I share about:

  • Getting in the spiritual gym: ...
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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 franchising and balanced a 9-to-5 at Google while working nights at a Chick-fil-A to master the day-to-day operations.


I...

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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 fre...

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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 you can launch today
  • How to valida...
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February 5, 2025 53 mins

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. 


In this episode I share:

  • M...
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This week in the guest chair we have a returning guest Brandice Daniel, founder and CEO of Harlem’s Fashion Row. Brandice launched Harlem’s Fashion Row to bridge the gap between multicultural fashion designers and major fashion brands. From producing top-tier runway events to groundbreaking collaborations—such as her famous partnership with Nike and LeBron James—Brandice ensures Black and Brown designers receive the visibility, men...

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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 ...

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January 15, 2025 32 mins

This week we’re diving into one of my favorite mantras: Done is better than perfect.

I was inspired by my decision to relaunch my Master the Gram Challenge. It’s been years since I last did it, and I had to remind myself to push forward without overthinking. I’m breaking down how I got it off the ground and the lessons I’ve learned along the way. 


In this episode I share:

  • How to break out of the cycle of overthinking or p...
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We’re kicking off this new year by welcoming new and returning listeners to Side Hustle Pro with a reminder that it’s never too late—or too early—to pursue a side hustle. Inspired by an email from a listener, I was reminded that my focus on Black women entrepreneurs still resonates with a wide audience, proving that clarity in your target listener doesn’t exclude anyone else who might benefit.


In this episode I share the five ar...

Are you tired of feeling stuck when it comes to Instagram? Not sure how to use it to promote your business effectively? If creating content feels overwhelming or you’re spinning your wheels trying to figure out what works, this is for you. The Master the Gram Challenge is designed to help you take control of Instagram and finally make it work for you. Join here: https://sidehustlepro.co/masterthegram


In Just 5 Days, You’ll Learn...

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This week in the guest chair we have Whitney Gates, an experienced marketing leader turned entrepreneur as co-founder and CEO of Wondry Wine. Her diversified skill set is driven by over 13 years of experience in brand management, shopper marketing and sales across Fortune 200 companies.


Rejecting exclusivity, Wondry presents customers with a more approachable, stronger, semi-sweet wine. Drawing inspiration from her disabled uncl...

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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...

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