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

Ep 98: How Venture Capitalist Ebony Pope Is Paving The Way For Startups To Get Funding 09.07.2018

Today in the guest chair, we have a certified boss. If you don’t already know this woman, this is a name you need to jot down and follow. Her name is Ebony Pope and she is the Director of US Ventures at Village Capital. She oversees Village Capital’s work in finding and supporting US start-ups in the five sectors that receive investment from Vilcap Investments. Ebony graduated with her MBA from th...

Ep 97: Tela Holcomb Was Fired For Having a Side Hustle Then Taught Herself How To Trade Stocks And Retire Early 01.07.2018

On today’s show, we will hear from a woman who actually got laid off as a result of her hustle. Her name is Tela Holcomb, she is a stocks and options trader, investor and serial entrepreneur. In her own words, she’s financially free and living a life she loves! But, it wasn’t always that way. Like many of us, she had to side hustle, and was dependent on her 9 to 5 to pay the bills. And although sh...

Ep 96: How Coveted Photographer Amy Anaiz Turned Her Side Hustle Into A Successful Business 29.06.2018

Today in the guest chair is Amy Anaiz . Amy is a New York City-based intimate editorial wedding and portrait photographer. Her professional journey began as a talent agent for New York City’s top still-life and beauty photographers where she learned the ins-and-outs of advertising and commercial photography and was surrounded by beautiful images on a daily basis. While representing these top talen...

Ep 95: From Side Hustler to C-Suite Coach With Angelina Darrisaw Cheeks 20.06.2018

Today in the guest chair is Angelina Darrisaw Cheeks. Angelina is a social entrepreneur, an international business and career coach and a digital media strategist. As the founder and CEO of C-Suite Coach, a career-coaching platform that provides accessible professional development resources to diverse working professionals, Angelina collaborates with employers to create business solutions that emp...

Ep 94: How to Thrive In Your Career and Your Side Hustle with Charreah K. Jackson 07.06.2018

Charreah K. Jackson joins me in the guest chair today to discuss how to thrive in your career and side hustle (without getting fired). Charreah and I first crossed paths in NYC when we were both recent grads, trying to make our way in the crazy world of media. She was always super supportive of other women, always willing to share her knowledge and resources with me and that’s why I have always ro...

REWIND: How to Run Your Side Hustle in 1 Hour A Day 31.05.2018

Up until this year, the last quarter of every year always felt like the most stressful for me. This year is the first year that that's not the case for me. This year, I got better at getting things done, even under pressure. In this episode I’m sharing some of the biggest mistakes I made when I first started out side hustling and what I've learned from them. It’s important that you understand wher...

REWIND: From Selling Tea Out of Her Trunk to Selling in Major Retailers: Nailah Ellis-Brown of Ellis Island Tea 24.05.2018

Today’s REWIND guest is Nailah Ellis-Brown. I first heard about Nailah from my roommates, Nydia and Stefanie at the University of Michigan Ross School of Business. They supported her business as part of the MBAs Across America program that they participated in (and you’ll hear more about this in the episode). I’ve been fascinated by Nailah every since. A Black Woman from Detroit with Jamaican root...

REWIND: Myleik Teele On Why You Should Leap Before You’re Ready 17.05.2018

On this REWIND edition of Side Hustle Pro, I share my experience "meeting" Michelle Obama, launching the newest cohort of my Podcast Moguls training program, then get into this best of edition of Side Hustle Pro with Myleik Teele.  Myleik has revolutionized the way women address their curly hair needs. As the founder of curlBOX , an exclusive monthly subscription box full of amazing products, she...

REWIND: From Drowning in Debt to Making 5 Figures A Month (Courtney Sanders of Think and Grow Chick) 09.05.2018

It’s Nicaila here with another special REWIND edition of Side Hustle Pro. Take a listen to this best of episode with Courtney Sanders. This is one of my favorite episodes because Courtney is so thorough! She is an entrepreneur who started making money online by packaging her expertise in productivity systems and goal achievement and has impacted thousands of people. But, even though she was starti...

REWIND: Find Your Niche, Create a Sales Funnel and Monetize with Maya Elious 03.05.2018

It's a special REWIND edition of Side Hustle Pro. Side Hustle Pro is on a brief hiatus in May and I’ll be back in June with fresh new episodes. I can assure you, this is no vacation for me. Behind the scenes I am cooking up something great. In the meantime, I’ll be checking in each week with a quick update at the top of each REWIND episode. So you’ll still here from me. Now take a listen to this b...

Ep 93: How Brandice Daniel Grew Harlem’s Fashion Row Into A Premier Fashion Hub 30.04.2018

Today in the guest chair is the legendary Brandice Daniel, the Founder of Harlem’s Fashion Row. Harlem's Fashion Row is the most prestigious platform for multicultural fashion designers. Founded in 2007, Harlem's Fashion Row began as a project of passion, aiming to fill the void for multicultural fashion designers and high profile professionals in the industry. Today, HFR’s mission is to partner w...

Ep 92: How This Fly Sister Duo Built An Epic Online Boutique (Cee Cee’s Closet NYC) 27.04.2018

Today in the guest chair we have self described accidental entrepreneurs Chioma and Uchenna, the Founders of Cee Cee's Closet NYC. What started with selling cute clutches that were brought back from Nigeria has expanded into a full fledged business incorporating products like headwraps, backpacks, and leather goods. Being a black-women-owned business to them meant having an opportunity to create h...

Ep 91: Entrepreneur Diaries: I'm My Own Boss, Now What? 11.04.2018

Hi Guys, I’m back with a check-in. Hear how my first quarter of entrepreneurship went. I share how I’m learning to master my self, master my time (now that there is so much more of it!), master my energy and so much more. Listen on Apple Podcasts , Soundcloud , Stitcher and Google Play Links mentioned on this episode The Gifts of Imperfection Born A Crime More Active Lifestyle Click here to subscr...

Ep 90: From the Kitchen Sink to Target Shelves: Melissa Butler of The Lip Bar 05.04.2018

Today in the guest chair we have former Wall Street analyst turned Founder and CEO Melissa Butler. Melissa is a visionary who challenges the standard of beauty through the products, pricing, and ingredients in her brand, The Lip Bar. You may have come across The Lip Bar since it’s become a celebrity fave shared by the likes of Taraji P. Henson on Instagram and it is now sold in select Target store...

Ep 89: Meet the Woman Behind DC’s SpiceSuite and Entrepreneur Hub 28.03.2018

Today in the guest chair we have the oh so fly and oh so dope Angel Anderson. Angel is the Founder and Owner of the The SpiceSuite, an interactive spice bar in the Takoma Park neighborhood in NW Washington DC. Angel opened this space in 2015 after only 3.5 weeks of planning and dreaming. Now, The SpiceSuite is not only a store that sells fragrant spices, but also serves as an incubator for fellow...

Ep 88: Lifestyle Blogger Dayna Bolden on How to Turn Your Influence Into Your Income 21.03.2018

Today in the guest chair we have the dynamic Dayna Bolden. Dayna is a Lifestyle blogger and CEO of Bolden Creative Media. You may recognize Dayna’s face from her campaigns with some of our favorite beauty brands. On today’s show, Dayna will share how, by combining her passion for both beauty and fashion, she has built a strong following of engaged millennial women and an amazing social media prese...

Ep 87: How Interior Design Boss Beth Diana Smith Went from Corporate Finance to HGTV 14.03.2018

Today in the guest chair we have the one and only Beth Diana Smith, an interior design KING that side hustled for years before venturing out on her own. Beth possessed a natural ability for creating functionality, efficiency, and organization from a very young age, so she pursued degrees in business and accounting to satiate her love of processes and business strategy. After completing her M.B.A.,...

Ep 86: Odyssey Media Founder Linda Spradley Dunn Is Empowering Women Of Color Around The World 07.03.2018

Today in the guest chair we have Linda Spradley Dunn, a woman who is the epitome of knowing the value she brings to the table and who is not afraid to go out and get hers. She spent fourteen years at IBM, where she received numerous awards and moved quickly through the ranks but always knew that she would one day be her own boss. Armed with world-class training from IBM, Linda finally stepped out...

Ep 85: Danielle Leslie Is Growing Her Online Course into a Million Dollar Business and She Wants to Teach You How 28.02.2018

Today on the show, I am introducing you to my best kept secret: the woman who has taught me to turn my knowledge into a valuable, premium course. Her name is Danielle Leslie and she founded Culture Add™ Labs to help companies and individuals uncover their Culture Add™ and launch profitable products online. She is also the creator of #CourseFromScratch , an 8-week online intensive that helps people...

Ep 84: How Nubian Skin Founder Ade Hassan Redefined What Nude Means For Women of Color 21.02.2018

Today in the guest chair we have Ade Hassan. Ade is the founder and director of lingerie brand Nubian Skin . Frustrated by the lack of skin-tone choices to go with her ever-expanding wardrobe, Ade decided it was time for a different kind of nude. She knew that there were lots of women out there like her who needed the same thing. Nubian Skin has redefined what "nude" means, offering essentials in...

Ep 83: Meet the Entrepreneur Training the Next Generation of Startup Founders 14.02.2018

Today in the guest chair, we have Mandela SH Dixon. She is one of the only black women who has navigated the tech space as a VC-backed tech startup founder, global startup ecosystem builder, and VC portfolio services director. Mandela began her career in Silicon Valley in 2011 as a startup founder backed by Kapor Capital, 500 Startups, and Imagine K12 (acquired by Y Combinator). Thereafter, she le...

Ep 82: How to Be An Entrepreneur On Your Own Terms with Shellye Archambeau 07.02.2018

Today in the guest chair, we have Shellye Archambeau. Not everyone with entrepreneurial instincts comes up with that million dollar idea. Sometimes, people are better on the execution front. You need that person who can take a vision, turn it into an actual viable business, and grow your company year over year. That’s Shellye’s story. Shellye is best known for being the Chief Executive Officer of...

Ep 81: Entrepreneur Diaries 1 31.01.2018

Hi Guys, I’m back with a check-in. Hear how my very first month of entrepreneurship went. I’ll share some behind the scenes of launching my first premium product, dealing with anxiety, facing #adulting head on and making some small changes in how I’m thinking about my business. Listen on Apple Podcasts , Soundcloud , Stitcher and Google Play Links mentioned on this episode Podcast Accelerator Work...

Ep 80: Tonya Rapley on How to Monetize Your Expertise 25.01.2018

Today in the guest chair we have Tonya Rapley. Tonya is a nationally recognized millennial money expert and founder of the award-winning site, My Fab Finance. She has graced the cover of Black Enterprise magazine and was deemed the "New Face of Wealth Building". She was also selected as a Modern History Maker by TV One and has been recognized as one of the “Top 10 Most Influential Women in Persona...

Ep 79: Queen of Side Hustles Tracey Coleman on How to Thrive as a Multi Passionate Entrepreneur 17.01.2018

What happens when you pair a love for writing, travel, design, experience activations and more? You get today’s guest. Her name is Tracey Coleman, and she is a creator, writer, designer and visionary. She’s also a multi passionate entrepreneur with a myriad of hustles. Her main hustle is Show & Tell Creative, a boutique activation agency specializing in social media, event activation and multicult...

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