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Side Hustle Pro

Nicaila Matthews Okome | Side Hustle Pro Media

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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, ...
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What does it take for you to start your own small business? Where can you gather inspiration and information to get you started on the right foot? Can you make a living from selling handmade items? I've spent 10 years as an artist, maker, and marketer, and currently spend most of my time as the Founder and CEO of Happening Hands, a membership community for makers where we help them grow thriving, profitable businesses. Every Wednesday, you'll hear from Handmade CEOs and industry experts. The ...
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show series
 
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 …
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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 month Her exact growth pl…
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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…
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This week in the guest chair we have Rachel Rodgers—entrepreneur, coach, and bestselling author of We Should All Be Millionaires. She's back on the show with powerful insights to help side hustlers and full-time entrepreneurs alike build sustainable wealth and stop playing small. In this episode, she shares: How to make real “money moves” instead o…
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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 …
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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 m…
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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 th…
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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…
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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 s…
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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, levera…
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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-hyphe…
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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 revenu…
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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 …
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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 G…
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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 hust…
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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 you…
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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 Bla…
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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 an…
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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 silencin…
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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. I…
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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 …
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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 y…
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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 a…
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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 master…
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This week in the guest chair we have Alexis Barber, a lifestyle influencer and founder of Too Collective, a modern wellness and loungewear brand. At just 25 years old, Alexis is the host of the top-rated Too Smart For This Podcast and has worked with brands like Lululemon, Rare Beauty, Microsoft, and Miss Dior as a content creator. In this episode …
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