Side Hustle Pro

Nicaila Matthews Okome | Side Hustle Pro Media
  • 4.7 (1.8K)
  • ENTREPRENEURSHIP
  • UPDATED WEEKLY
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.

  1. 462: How Legendary Rootz Went From Dorm‑Room Tees to Retail Shelves

    5D AGO

    462: How Legendary Rootz Went From Dorm‑Room Tees to Retail Shelves

    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 shares: How she uses art to speak up and invites her community to set healthy boundariesThe moment she got serious about QuickBooks, hired a CPA, learned her metrics, and embraced FIRE principles to build a sustainable, profitable business.The systems that keep burnout at bay, and her gratitude‑driven approach to growth Highlights include:  00:00 Intro 3:50 Shifting from medicine to art 10:00 Scaling a side hustle 20:00 Importance of early support 24:00 Managing and learning business finance 33:00 Marketing strategies 39:00 Retail partnerships 43:00 Maintaining a work/life balance 52:00 Tips for entrepreneurs  Watch episode 462 on YouTube and listen on all podcast apps Links mentioned in this episode Legendary Rootz website – https://legendaryrootz.com Instagram / TikTok / Threads – @legendaryrootzTarget – https://www.target.com Shopify – https://www.shopify.com PayPal – https://www.paypal.com Figma – https://www.figma.com ClickUp – https://www.clickup.com QuickBooks – https://quickbooks.intuit.com Tumblr – https://www.tumblr.com Year of Yes by Shonda Rhimes – https://www.simonandschuster.com/books/Year-of-Yes/Shonda-Rhimes/9781476777122  Click here to subscribe via RSS feed (non-iTunes feed): http://sidehustlepro.libsyn.com/rss AnnouncementsJoin our Facebook Community If you’re looking for a community of supportive side hustlers who are all working to take our businesses to the next level, join us here: http://sidehustlepro.co/facebook Guest Social Media InfoSide Hustle Pro – @sidehustlepro #SideHustlePro Hosted on Acast. See acast.com/privacy for more information.

    55 min
  2. 461: Rachel Rodgers on Million-Dollar Decisions and Letting Go to Grow

    MAY 8

    461: Rachel Rodgers on Million-Dollar Decisions and Letting Go to Grow

    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 of hiding behind busy workThe mindset shifts needed to overcome imposter syndrome and take bold actionWhy outsourcing your life first can unlock growth in your businessHer step-by-step approach to building a million-dollar business with a strong team and systems to build wealth with confidence Highlights include:  00:00 Intro 04:00 Transitioning from law to passion projects 11:40 Building life and business teams 14:00 Balancing outsourcing and income 16:45 Reframing selling as helping 24:00 Importance of announcing your business 30:00 Embracing growth and change 37:00 Structuring a mastermind program 46:00 Investing in yourself is key 50:00 Helping Gen Z build wealth 53:00 Tips for entrepreneurs Watch episode 461 on YouTube and listen on all podcast apps Links mentioned in this episode Rachel’s first SHP episode: https://youtu.be/a_8Kyku41GE Rachel’s website: https://rachelrodgers.com/Rachel’s Instagram: https://www.instagram.com/rachrodgersesq/ Future Millionaire book: https://futuremillionairebook.com/ The Four Hour Work Week: https://www.amazon.com/4-Hour-Workweek-Escape-Live-Anywhere/dp/0307465357 The Big Leap: https://www.harpercollins.com/products/the-big-leap-gay-hendricks We Should All Be Millionaires: https://www.harpercollinsleadership.com/9781400221684/we-should-all-be-millionaires/  Click here to subscribe via RSS feed (non-iTunes feed): http://sidehustlepro.libsyn.com/rss AnnouncementsJoin our Facebook Community If you’re looking for a community of supportive side hustlers who are all working to take our businesses to the next level, join us here: http://sidehustlepro.co/facebook Guest Social Media InfoRachel’s website: https://rachelrodgers.com/Rachel’s Instagram: https://www.instagram.com/rachrodgersesq/  Hosted on Acast. See acast.com/privacy for more information.

    59 min
  3. 460: This Side Hustler Created a Curated Beauty Supply Store and Community In Ann Arbor

    APR 30

    460: This Side Hustler Created a Curated Beauty Supply Store and Community In Ann Arbor

    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 community through word of mouth was the foundation to building her customer baseThe startup costs and how she’s been able to be profitable in the first yearThe importance of working a full-time job where she was supported enough to be transparent about needing space to focus on expanding Della’s  Highlights Include:  00:00 Intro 08:16 Exploring different side hustles 14:16 Navigating a new city 18:43 Filling the need for a beauty supply 23:18 Startup planning and costs 27:55 Creating a community  30:01 Curating events and collaborations 35:02 Running a storefront as a side hustle 41:20 Expanding and creating a cultural hub 46:43 Setting the tone for the future of the store 56:19 Tips for entrepreneurs Check out episode 460 of Side Hustle Pro podcast out now on Apple Podcasts, Spotify, and YouTube Links Mentioned:  Auntie Della’s Website: https://auntiedellas.com/Auntie Della’s Instagram: https://www.instagram.com/auntiedellas/ Auntie Della’s TikTok: https://www.tiktok.com/@auntiedellas Virtual Assistant: https://theindemandva.com/  Listen on: Apple Podcasts: https://podcasts.apple.com/us/podcast/side-hustle-pro/id1126021323 Spotify: https://open.spotify.com/show/13qDj08lBR4ymzGhXIKy8t?si=8daf52a57e054042  YouTube: https://www.youtube.com/sidehustlepro Click here to subscribe via RSS feed (non-iTunes feed): http://sidehustlepro.libsyn.com/rss Affiliate Disclosure: I may be an affiliate for products that I recommend or share. If you purchase those items through my links, I may earn a commission. You will not pay more when you use my links. Hosted on Acast. See acast.com/privacy for more information.

    1h 3m
  4. 459: Her Plant-Based Soaps Landed Her On Shark Tank And On The Path To $1.2M In Sales

    APR 23

    459: Her Plant-Based Soaps Landed Her On Shark Tank And On The Path To $1.2M In Sales

    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 passion and research that landed her on Shark TankHer secret sauce to having a rate of 78% repeat customersHow she won over 300K in investment capital and has a trajectory of $1.2M in sales Highlights Include: 00:00 Intro 03:24 Generations of Black farmers 06:38 Struggle with eczema 08:45 Studying horticulture and agriculture 14:10 Staring Gently Soaps 18:03 Transitioning to selling at markets 21:31 Importance of formulating for sensitive skin 28:56 Sales growth and Shark Tank impact 32:55 High margins and sales  39:49 Marketing strategies 44:03 Tips for entrepreneurs  Check out episode 459 of Side Hustle Pro podcast out now on Apple Podcasts, Spotify, and YouTube Links mentioned in this episode Gently Soap Website: https://gentlysoap.com/ Gently Soap Instagram: https://www.instagram.com/gentlysoap/Kristen’s Instagram: https://www.instagram.com/professionalplantgirl/ Kristen’s LinkedIn: https://www.linkedin.com/in/kristendunning/  Shark Tank episode: https://gentlysoap.com/pages/shark-tank Aveeno start-up pitch competition: https://www.aveeno.com/startup-collective Thirteen Lune: https://thirteenlune.com/ Tech Stars: https://www.techstars.com/  Click here to subscribe via RSS feed (non-iTunes feed): http://sidehustlepro.libsyn.com/rss AnnouncementsJoin our Facebook Community If you’re looking for a community of supportive side hustlers who are all working to take our businesses to the next level, join us here: http://sidehustlepro.co/facebook Hosted on Acast. See acast.com/privacy for more information.

    52 min
  5. 458: Why Your Podcast Isn't Making Money (and How to Fix It)

    APR 16

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

    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 you are offering Thinking Outside the Box: Exploring non-traditional sponsorships and multi-channel packages like retreats to generate revenue beyond just downloadsCreating Value: How to produce content and services that your audience genuinely wants to pay for Highlights Include: 00:00 Intro 02:49 The Importance of Podcast Setup 05:15 Narrowing Down Your Podcast Topics 09:50 Understanding and Serving Your Audience 14:33 Creating a Content Plan 16:39 Effective Marketing Strategies 19:00 Consistent Marketing Practices 21:24 Thinking Outside the Box for Sponsorships 25:54 Create Content People Want to Pay For 28:17 Recap and Action Steps To learn more about making money from your podcast, join my next live class. Register at sidehustlepro.co/class. Check out episode 458 of Side Hustle Pro podcast out now on Apple Podcasts, Spotify, and YouTube Links mentioned in this episode Riverside (Use code ‘hustlepro’): https://riverside.fm/ Podcast Moguls: http://sidehustlepro.co/join  Lori Tharps SHP episode: https://www.youtube.com/watch?v=E3EsWprSGu4 Launching Podcast Moguls 2.0: https://www.youtube.com/watch?v=3d-wkYAcsLo&t=1s Free newsletter: http://sidehustlepro.co/newsletter You Are a Badass by Jen Sincero: https://jensincero.com/  Click here to subscribe via RSS feed (non-iTunes feed): http://sidehustlepro.libsyn.com/rss AnnouncementsJoin our Facebook Community If you’re looking for a community of supportive side hustlers who are all working to take our businesses to the next level, join us here: http://sidehustlepro.co/facebook Guest Social Media InfoSide Hustle Pro – @sidehustlepro #SideHustlePro Hosted on Acast. See acast.com/privacy for more information.

    31 min
  6. 457: How Julia Coney Pivoted Careers to Pioneer a New Era in the Food & Wine Industry

    APR 9

    457: How Julia Coney Pivoted Careers to Pioneer a New Era in the Food & Wine Industry

    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 blog, has elevated her career Paving the way for diversity: how starting honest conversations about racism, equity, and inclusion in the wine industry led to being the recipient of Wine Enthusiast's 2020 Social Visionary Award Winner The power of putting yourself out there on social media: How she has created opportunities for herself like being the first Black woman to run a wine program for American Airlines Highlights include:  00:00 Intro 04:42 Original career path and intro to wine 13:00 Navigating a switch in careers 21:39 Transition from beauty blogging to wine writing 27:06 Addressing racism in the wine industry 29:40 Sustaining financially as a freelance writer 35:00 Providing a niche wine service  41:30 Unlocking networking opportunities  45:07 Running a wine program for American Airlines  54:16 Tips for entrepreneurs  Watch episode 457 on YouTube and listen on all podcast apps Links mentioned in this episode Julia’s Substack: https://juliaconey.substack.com/ Julia’s Instagram: https://www.instagram.com/juliaconey/ Julia’s email: hello@juliaconey.com Click here to subscribe via RSS feed (non-iTunes feed): http://sidehustlepro.libsyn.com/rss AnnouncementsJoin our Facebook Community If you’re looking for a community of supportive side hustlers who are all working to take our businesses to the next level, join us here: http://sidehustlepro.co/facebook Guest Social Media InfoJulia’s Substack: https://juliaconey.substack.com/ Julia’s Instagram: https://www.instagram.com/juliaconey/ Julia’s email: hello@juliaconey.com  Hosted on Acast. See acast.com/privacy for more information.

    1h 2m
  7. 456: How To Build a LinkedIn Profile That Helps You Side Hustle

    APR 3

    456: How To Build a LinkedIn Profile That Helps You Side Hustle

    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 LinkedIn Her focus on the niche of creating “ LinkedIn superstars” who advocate for the company they work forHow she’s been able to maintain financially on a non-traditional path  Highlights Include: 00:00 Intro 02:00 Early career experience 08:00 Helping women level up in LinkedIn 13:30 The importance of consistency on LinkedIn 16:20 Building a LinkedIn profile 24:00 Optimizing content on LinkedIn 29:25 Using LinkedIn to build a personal brand 37:00 How to connect in the best way on LinkedIn 50:00 Tips for entrepreneurs  Watch episode 456 on YouTube and listen on all podcast apps Links mentioned in this episode Portia’s Website: https://www.portiaobeng.com/Portia’s LinkedIn: https://www.linkedin.com/in/portiaobeng/ Portia’s TikTok: https://www.tiktok.com/@portia.o Muoyo’s Website: https://myvoterstatus.com/Verizon Small Business Program: https://digitalready.verizonwireless.com/ Click here to subscribe via RSS feed (non-iTunes feed): http://sidehustlepro.libsyn.com/rss AnnouncementsJoin our Facebook Community If you’re looking for a community of supportive side hustlers who are all working to take our businesses to the next level, join us here: http://sidehustlepro.co/facebook Guest Social Media InfoPortia’s LinkedIn: https://www.linkedin.com/in/portiaobeng/ Portia’s TikTok: https://www.tiktok.com/@portia.o  Hosted on Acast. See acast.com/privacy for more information.

    54 min
  8. 455: How One Podcast Became a Six-Figure Consulting Firm w/ Zach Nunn

    MAR 26

    455: How One Podcast Became a Six-Figure Consulting Firm w/ Zach Nunn

    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 of a show’s back catalog. In this episode he shares: Why owning your IP is a game-changer for growing podcast revenueHow to repurpose past podcast episodes into new offers (and sell them)Why being transparent about your numbers, no matter how small, can still land you big corporate clientsHow he applied what he learned in Podcast Moguls to his business model Highlights include:  00:00 Intro 04:50 Centering marginalized voices in the workplace 08:50 Side hustling while juggling a full-time job 11:41 Developing a “bundle” approach to brand partnerships 17:30 Expanding from a single podcast to a network 37:00 Leveraging 900 hours of archived interviews for his AI e-learning platform 51:00 Transitioning from DEI language to “experience management” 1:02:00 Advice for entrepreneurs  Check out episode 455 of Side Hustle Pro podcast out now on Apple Podcasts, Spotify, and YouTube This episode is brought to you by:  Skillshare: Take Nicaila’s class and explore thousands more hands-on classes taught by creative experts from around the world. Get one month free at sidehustlepro.co/skillshare. Links mentioned in this episode Podcast Moguls Coaching: https://sidehustlepro.co/podcastmoguls/ Living Corporate: https://living-corporate.com Zach’s LinkedIn: https://www.linkedin.com/in/zacharynunnphr Zach’s email:zach@living-corporate.com Opus Clip (auto-generate multiple clips): https://opus.pro RedCircle: https://redcircle.com CEO Action: https://www.ceoaction.com/  AnnouncementsJoin our Facebook Community If you’re looking for a community of supportive side hustlers who are all working to take our businesses to the next level, join us here: http://sidehustlepro.co/facebook Hosted on Acast. See acast.com/privacy for more information.

    1h 10m
See All (470)

Hosts & Guests

4.7
out of 5
1,756 Ratings

About

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.

Information

  • Creator
    Nicaila Matthews Okome | Side Hustle Pro Media
  • Years Active
    2016 - 2025
  • Episodes
    470
  • Rating
    Clean
  • Copyright
    © 2025 SIDE HUSTLE PRO
  • Show Website
    Side Hustle Pro

You Might Also Like

To listen to explicit episodes, sign in.

Stay up to date with this show

Sign in or sign up to follow shows, save episodes, and get the latest updates.
Select a country or region

Africa, Middle East, and India

Asia Pacific

Europe

Latin America and the Caribbean

The United States and Canada