Side Hustle Pro

Nicaila Matthews Okome | Side Hustle Pro Media
  • 4.7 (3)
  • ENTREPRENEURSHIP
  • UPDATED WEEKLY

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. 505: From YouTube Exec to Full-Time Creator: How Chanel Tyler Turned Content Creation Into 5-Figure Passive Income

    11 HR AGO

    505: From YouTube Exec to Full-Time Creator: How Chanel Tyler Turned Content Creation Into 5-Figure Passive Income

    This week in the guest chair is Chanel Tyler, a strategist, creator, and self-described “contentpreneur” who has worked across investment banking, luxury marketing, and YouTube before stepping fully into entrepreneurship. Chanel built her reputation online by sharing trusted product recommendations and insights from her background in beauty marketing. But after years of consulting with a creator commerce platform that generated over 80% of her income, everything changed when the company suddenly shut down. In this episode, Chanel opens up about what it really looks like to rebuild after losing the majority of your income overnight. She shares how she pivoted by diversifying her platforms, leaning deeper into affiliate marketing, launching new creator education programs, and embracing the vulnerability of sharing her personal story — including her journey with hearing loss. If you’ve ever worried about relying on a single income stream or wondered how creators actually make money online, Chanel breaks down the strategy behind building a sustainable creator business. In this episode, Chanel shares: How she built a creator business by combining corporate strategy, content creation, and affiliate marketingWhat happened when the platform responsible for 80% of her income shut down overnight and how she rebuiltWhy diversification across platforms, income streams, and partnerships is essential for creators and entrepreneursHow affiliate marketing works and how creators can use performance data to negotiate higher-paying brand dealsHighlights Include00:00 – Introduction 02:10 – Chanel’s career path from investment banking to luxury beauty marketing 05:10 – Building an audience through skincare and product recommendations 09:00 – Landing a role at YouTube working with top creators 15:00 – Saving a year of income before leaving corporate 19:00 – The moment she lost 80% of her income overnight 24:30 – Why diversification is critical for creators and entrepreneurs 27:00 – Building content series that grow an audience 32:00 – Affiliate marketing vs. brand partnerships explained 37:00 – Sharing her journey with hearing loss and disability 40:00 – How statement earrings became part of her empowerment story 43:00 – Affiliate income strategies for creators Links Mentioned in This Episode• Substack: Sensible • Julia Broome • Check out the Networth and Chill Podcast;Creator Economy & Brand Deals with Victoria Paris • ShopMy: https://shopmy.us/home/creators • MagicLinks: https://www.magiclinks.com/creators • BrandCycle: https://brandcycle.com/ • LTK: https://company.shopltk.com/en/creator • Nordstrom Affiliate Program: https://www.nordstromcreators.com/ Check out Chanel’s Creator Profit Lab’s interest form & course registration Save the Date: Start the Podcast That Builds Your Exit Plan (Friday, March 20) Watch & ListenWatch this episode on YouTube and listen on all podcast platforms: Apple Podcasts: https://podcasts.apple.com/us/podcast/side-hustle-pro/id1126021323Spotify: https://open.spotify.com/show/13qDj08lBR4ymzGhXIKy8tYouTube: https://www.youtube.com/sidehustleproAnnouncementsIf you’re ready to build a podcast that becomes your exit plan from your 9-to-5, sign up for my next live class: Start the Podcast That Builds Your Exit Plan Save your seat here. Social MediaInstagram: @thecreatorprofitlab Instagram: @buymechanel Side Hustle Pro – @sidehustlepro #SideHustlePro Hosted on Acast. See acast.com/privacy for more information.

    1h 9m
  2. 504: How to Go From Side Hustle to $1 Million | My Coaching Session with Dielle Charon

    6 MAR

    504: How to Go From Side Hustle to $1 Million | My Coaching Session with Dielle Charon

    This week in the guest chair is sales and business coach Dielle Charon, founder of For the 23%, where she helps women of color build profitable businesses and grow their income through coaching and entrepreneurship. Dielle shares how she went from earning $2,500 a month as a social worker with six-figure student loan debt to building a multi-seven-figure coaching business. Along the way, she explains why traditional jobs often undervalue your skills, how to identify the expertise you can monetize, and why the coaching industry continues to grow despite criticism. In this conversation, we also dive deep into the mindset shifts needed to move from six-figure income to seven-figure business growth, including overcoming people-pleasing, claiming your expertise, and stepping fully into your authority. If you’ve been thinking about turning your knowledge into income, starting a side hustle, or scaling your existing business, this episode will help you see what’s possible. Highlights Include00:00 – Why Dielle realized her corporate career wasn’t the life she wanted 05:30 – Testing multiple side hustles before finding the right one 08:00 – How to identify skills you can monetize 12:00 – Why the coaching industry gets criticism and why it’s still growing 16:30 – The truth about selling and why everyone is already selling themselves 20:00 – Why your job isn’t amazing — you are 23:45 – Breaking the mindset barriers around charging for your expertise 25:50 – The biggest blocks women hit going from six figures to seven figures 31:00 – Visibility, people-pleasing, and identity shifts in business growth 36:00 – Why most successful businesses focus on beginners 41:00 – The simple seven-figure business model (and why it’s simpler than you think) 47:00 – Improving messaging and positioning for entrepreneurs Links Mentioned in This Episodehttps://forthe23percent.com/ Save the Date: Start the Podcast That Builds Your Exit Plan (Friday, March 13) Watch & ListenWatch this episode on YouTube and listen on all podcast platforms: Apple Podcasts: https://podcasts.apple.com/us/podcast/side-hustle-pro/id1126021323Spotify: https://open.spotify.com/show/13qDj08lBR4ymzGhXIKy8tYouTube: https://www.youtube.com/sidehustleproAnnouncementsIf you’re ready to build a podcast that becomes your exit plan from your 9-to-5, sign up for my next live class:: Start the Podcast That Builds Your Exit Plan Save your seat here:  Social MediaInstagram: @forthe23percent Side Hustle Pro – @sidehustlepro #SideHustlePro Hosted on Acast. See acast.com/privacy for more information.

    1h 7m
  3. 503: She Got Laid Off…Then Built a YouTube Income to Pay Her Bills

    27 FEB

    503: She Got Laid Off…Then Built a YouTube Income to Pay Her Bills

    This week in the guest chair, Symone' Austin shares her powerful journey from being laid off to building a thriving YouTube platform. After recording and posting her layoff conversation, her video went viral and became the turning point in her entrepreneurial journey. In this episode, she breaks down how she built multiple income streams through YouTube ad revenue, brand partnerships, digital products, virtual assistant work, and strategic financial decisions like bringing on a roommate. If you’ve been navigating uncertainty, considering content creation, or wondering how to turn a setback into leverage, this episode will show you how. Highlights Include00:00 – Recording the layoff conversation that changed everything 04:30 – Growing from 10K to 60K+ subscribers in one year 08:20 – Making $5,900 in one month from YouTube ad revenue 13:00 – Cutting expenses and surviving without touching savings 18:10 – Turning skills into income: photography, digital products, VA work 24:00 – Why personal finance has one of the highest CPMs on YouTube 29:00 – Replacing a corporate salary through content creation 35:00 – The reality of working 7 days a week as a full-time creator 38:00 – Getting a roommate as a financial reset strategy 43:00 – Navigating job offers after deciding to go all-in Links Mentioned in This EpisodeLife and Numbers YouTube Channel Read Successful Failure by KevOnStage Watch Symone's YouTube video "I Got Laid Off From My 6 Figure Tech Job" Save the Date: Start the Podcast That Builds Your Exit Plan (Friday, March 13) Watch & ListenWatch this episode on YouTube and listen on all podcast platforms: Apple Podcasts: https://podcasts.apple.com/us/podcast/side-hustle-pro/id1126021323Spotify: https://open.spotify.com/show/13qDj08lBR4ymzGhXIKy8tYouTube: https://www.youtube.com/sidehustlepro AnnouncementsIf you’re ready to build a podcast that becomes your exit plan, attend my next live class: Start the Podcast That Builds Your Exit Plan Save your seat here: https://sidehustlepro.lpages.co/your-first-1000-downloads/ Social MediaYouTube: Life and Numbers: https://www.youtube.com/lifeandnumbers Instagram: @lifeandnumbers: http://instagram.com/lifeandnumbers Side Hustle Pro – @sidehustlepro #SideHustlePro Hosted on Acast. See acast.com/privacy for more information.

    57 min
  4. 502: My 12-Week Reset: Health, Money & Business

    21 FEB

    502: My 12-Week Reset: Health, Money & Business

    This week on Side Hustle Pro, I’m sharing how I’m structuring my year through 12-week sprints,  focusing on my health, my money, and elevating my Podcast Moguls program.  I open up about navigating motherhood, sleep deprivation, and mindset work while still executing on big goals. Most importantly, I reflect on how my podcast has been the one constant through every season becoming my bridge out of corporate and my foundation for long-term leverage. Highlights Include00:00: Why I use 12-week sprints 02:15: Rebuilding my health after six years 06:30: Accountability and investing in myself 14:00: Emotional spending and financial clarity 18:45: Auditing my business finances 21:30: Updating Podcast Moguls 25:00: Managing mindset during execution 28:00: Why my podcast became my bridge out of corporate 31:00: Building leverage and long-term positioning Links Mentioned in This EpisodePodcast Moguls: Start the Podcast That Builds Your Exit Plan Watch & ListenWatch this episode on YouTube and listen on all podcast platforms: Apple Podcasts: https://podcasts.apple.com/us/podcast/side-hustle-pro/id1126021323Spotify: https://open.spotify.com/show/13qDj08lBR4ymzGhXIKy8tYouTube: https://www.youtube.com/sidehustleproAnnouncementsIf you’re ready to build a podcast that becomes your exit plan, attend my next live class: Start the Podcast That Builds Your Exit Plan Save your seat here:  Social MediaSide Hustle Pro – @sidehustlepro #SideHustlePro Hosted on Acast. See acast.com/privacy for more information.

    31 min
  5. 501: Laid Off: Now What? 5 Ways to Generate Income While You’re Unemployed

    13 FEB

    501: Laid Off: Now What? 5 Ways to Generate Income While You’re Unemployed

    In this solo episode, I’m sharing five real, practical ways to generate income during your in-between season. If you’re asking yourself, “I got laid off… now what? This episode will give you grounded, actionable steps to move forward and even some side hustle ideas! Highlights Include00:00 – If you’ve been laid off, you are not alone 02:30 – Why invisibility is the real danger during unemployment 04:05 – Using content creation as a visibility tool 07:20 – Turning alumni and professional networks into income 09:10 – Short-term projects using skills you already have 13:10 – Becoming a LifeOps consultant 16:50 – Short-term rental support as seasonal leverage 19:30 – Creating a premium career support retreat experience 21:40 – Why you should always keep side hustling 23:30 – How my unemployment season planted the seed for Side Hustle Pro Links Mentioned in This EpisodePodcast Moguls: Start the Podcast That Builds Your Exit Plan Watch & ListenWatch this episode on YouTube and listen on all podcast platforms: Apple Podcasts: https://podcasts.apple.com/us/podcast/side-hustle-pro/id1126021323Spotify: https://open.spotify.com/show/13qDj08lBR4ymzGhXIKy8tYouTube: https://www.youtube.com/sidehustleproAnnouncementsIf you’re ready to build a podcast that becomes your exit plan, attend my next live class: Start the Podcast That Builds Your Exit Plan Save your seat here. Social MediaSide Hustle Pro – @sidehustlepro #SideHustlePro Hosted on Acast. See acast.com/privacy for more information.

    21 min
  6. 500: I've Recorded 500 Podcast Episodes: Here's What I've Learned

    6 FEB

    500: I've Recorded 500 Podcast Episodes: Here's What I've Learned

    Side Hustle Pro is officially 500 episodes deep, and in this milestone episode, I’m taking time to reflect on what this journey has really taught me. I share the biggest lessons I’ve learned about consistency, networking, monetization, and why the podcast itself was never the end goal, the platform was. I also talk about what I wish I knew when I started, how podcasting helped me grow as a speaker and business owner, and why playing the long game has paid off in ways I never could have planned. If you’re thinking about starting a podcast, growing a side hustle, or building something meaningful over time, this episode is a reminder that you don’t have to rush, you just have to keep going. Highlights Include 00:00 – Welcome to the 500th episode of Side Hustle Pro02:10 – Starting with what I had and recording from home04:30 – Why trying to predict the end can stop you from starting06:45 – Why the podcast was never the point, the platform was09:30 – How podcasting transformed my network12:50 – Keeping costs low and thinking like a business owner16:30 – The power of consistency and playing the long game18:45 – How podcasting improved my confidence as a speaker21:00 – Giving myself grace through different seasons of life24:45 – Final lessons I’d tell my earlier self Links Mentioned in This EpisodePodcast Moguls Group Coaching Program: https://sidehustlepro.co/podcastmogulsStart the Podcast That Builds Your Exit Plan: https://sidehustlepro.lpages.co/your-first-1000-downloads/Side Hustle Pro Website: https://sidehustlepro.co/Watch & ListenWatch this episode on YouTube and listen on all podcast platforms: Apple Podcasts: https://podcasts.apple.com/us/podcast/side-hustle-pro/id1126021323Spotify: https://open.spotify.com/show/13qDj08lBR4ymzGhXIKy8tYouTube: https://www.youtube.com/sidehustlepro Hosted on Acast. See acast.com/privacy for more information.

    27 min
  7. 499: How to Make Your First $1K Side Hustling

    29 JAN

    499: How to Make Your First $1K Side Hustling

    You do not need a million dollars to change your life, you need your first $1,000. In this solo episode, I’m breaking down why the first $1K is such a pivotal milestone for side hustlers and how it shifts everything from theory to proof. I walk you through the exact decisions and actions that turn preparation into income without overbuilding, overthinking, or waiting until things feel perfect. If you’ve been stuck planning, tweaking, or doubting yourself, this episode will help you move forward with clarity, confidence, and momentum. In This Episode, I Share: Why the first $1,000 changes everything mentally and strategicallyHow to choose a simple offer you can confidently deliver right nowHow to identify who your offer is really for and why frustration mattersWhy clarity, consistency, and conversations matter more than perfection Highlights Include: 00:00 – Why you don’t need a million dollars to change your life — you need your first $1,00001:35 – How your mindset shifts after you make your first $1K and why proof matters more than theory02:31 – What actually counts as an offer and why your first one should be useful, not fancy03:52 – Why starting with what you’re already confident in is the fastest way to get paid05:16 – How to decide who your offer is really for and why specificity matters07:27 – The difference between a painkiller and a vitamin offer (and why frustration drives sales)08:55 – How to package your offer simply without a website, logo, or brand11:22 – Why offering your service is the most important step people delay12:48 – How confidence and customer focus directly impact whether you make your first $1K14:04 – Why you don’t need a massive audience — just real conversations and feedback15:37 – How to use feedback as information instead of taking it personally17:47 – Why overbuilding and “perfecting” keeps side hustlers stuck19:21 – Breaking down the math behind $1,000 so it feels achievable20:45 – Why fewer clients at a higher price can reduce burnout21:34 – Why most people earn their first $1K from conversations, not content22:19 – How I made my first $1,000 and what actually worked26:03 – When to start building your email list and why simple free resources convert better28:54 – How to use a 12-week sprint to stay focused on your first $1K29:38 – What to do when your first offer feels slow or doesn’t land immediately31:08 – What changes after you hit your first $1,000 — and the mistake to avoid next31:49 – Final action steps to start building your first $1K offerLinks Mentioned in This EpisodeSide Hustle Pro Website: https://sidehustlepro.co/ Watch & ListenWatch this episode on YouTube and listen on all podcast platforms: Apple Podcasts: https://podcasts.apple.com/us/podcast/side-hustle-pro/id1126021323Spotify: https://open.spotify.com/show/13qDj08lBR4ymzGhXIKy8tYouTube: https://www.youtube.com/sidehustlepro Hosted on Acast. See acast.com/privacy for more information.

    33 min
  8. 498: How to Start a Side Hustle Without Quitting Your Job

    22 JAN

    498: How to Start a Side Hustle Without Quitting Your Job

    In this solo episode, I’m breaking down how to start your side hustle without quitting your job or putting your paycheck at risk. I’m sharing what I’ve learned from building Side Hustle Pro from two very different places: one, when I was unemployed with plenty of time but no stability, and two, when I was working full-time at NPR with stability but limited time. What I’ve learned is this: there is no “perfect” situation for side hustling. What matters is how you build, not whether you quit your job first. I’m walking you through my five rules for side hustling the Side Hustle Pro way, plus a bonus rule to help you decide when you’re actually ready to leave your job on purpose, with a plan, and on your own terms. If you’ve been feeling the pull to build something but don’t want to move out of panic or pressure, this episode will help you build quietly, strategically, and stress-free. In This Episode, I Share: Why keeping your job can actually give you leverage and clarity as you buildThe mindset shift that turns your paycheck into startup capitalHow to choose a side hustle that fits your real life, energy, and capacityHow to decide in advance what “ready to leave” really looks like backed by numbers and a plan Highlights Include00:00 Introduction to Side Hustling 01:00 The Importance of Stability 02:24 Five Rules for Side Hustle Success 04:39 Rule 1: Keep Your Day Job 06:26 Rule 2: Choose a Suitable Side Hustle 08:53 Rule 3: Set Non-Negotiable Time Boundaries 12:37 Rule 4: Build Basic First 17:11 Rule 5: Protect Your Job While You Build 20:48 Bonus Rule: Decide What 'Ready to Leave' Means 24:01 Conclusion and Next Steps Links Mentioned in This EpisodeSide Hustle Pro Website: https://sidehustlepro.co/Goal Getter Action Plan: https://side-hustle-pro.teachable.com/p/goal-getter-action-planWatch & ListenWatch this episode on YouTube and listen on all podcast platforms: Apple Podcasts: https://podcasts.apple.com/us/podcast/side-hustle-pro/id1126021323Spotify: https://open.spotify.com/show/13qDj08lBR4ymzGhXIKy8tYouTube: https://www.youtube.com/sidehustlepro Hosted on Acast. See acast.com/privacy for more information.

    23 min
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Ratings & Reviews

4.7
out of 5
3 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 - 2026
  • Episodes
    513
  • Rating
    Explicit
  • Copyright
    © 2026 SIDE HUSTLE PRO
  • Show Website
    Side Hustle Pro

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