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Side Hustle Pro

Nicaila Matthews Okome | Side Hustle Pro Media
Side Hustle Pro
Latest episode

515 episodes

  • Side Hustle Pro

    507: The Hidden Cost of Waiting Until You're Ready

    27/03/2026 | 28 mins.
    If you’ve been waiting for the perfect moment to finally start that thing you said you’d do this year, this episode is your wake-up call. Because the truth is, that moment isn’t coming.

    This week, I’m pulling back the curtain on a very real, very messy week in my life and sharing why I decided to hit record anyway. From sick kids to mental clutter to a house that is far from organized, I had every reason to wait. But instead, I leaned into a powerful reminder: progress doesn’t require perfection.

    In this episode, I walk you through the mindset shifts that have helped me move through overwhelm, take action with limited time and energy, and stop letting the idea of “feeling ready” delay my goals. Because sometimes the real work isn’t the task itself, it’s learning how to show up before everything feels aligned.

    Main Takeaways
    Waiting for the perfect time will keep you stuck longer than just starting messy
    You have to work with the time and energy you actually have, not what you wish you had
    Naming what’s holding you back helps you move through it faster
    The real growth often comes from managing your mindset, not completing the task

    Highlights Include
    00:00 – Why I recorded this episode despite not feeling ready

    02:10 – How “unexpected” life moments keep disrupting plans

    04:18 – Learning to work in chaos instead of waiting for order

    05:30 – Lowering the bar to get started

    06:10 – Work with the time you have, not the time you wish you had

    08:00 – Managing your energy to show up at your best

    10:15 – Why naming the problem helps you move forward

    11:43 – Recognizing the season you’re in and adjusting expectations

    14:00 – Are you truly blocked or just thrown off?

    16:12 – How accountability helped me launch Side Hustle Pro

    18:36 – Overcoming imposter syndrome in a career leap

    21:22 – The hidden cost of needing to “have it all together”

    23:21 – Why perfection delays your income and growth

    26:24 – Maybe the real goal is mastering your mindset

    29:19 – Adjusting expectations so you can move forward

    Links Mentioned in This Episode
    Save the Date: Start the Podcast That Builds Your Exit Plan (Friday, April 10th)

    Watch & Listen
    Watch this episode on YouTube and listen on all podcast platforms:
    Apple Podcasts: https://podcasts.apple.com/us/podcast/side-hustle-pro/id1126021323
    Spotify: https://open.spotify.com/show/13qDj08lBR4ymzGhXIKy8t
    YouTube: https://www.youtube.com/sidehustlepro

    Announcements
    If 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 Media
    Side Hustle Pro – @sidehustlepro
    #SideHustlePro
    Hosted on Acast. See acast.com/privacy for more information.
  • Side Hustle Pro

    506: 5 Simple Ways to Get Paid for What You Already Know

    20/03/2026 | 23 mins.
    One of the biggest misconceptions I see when it comes to making money is the belief that you need to start from scratch. A new certification, a brand new idea, or a completely different skill set. But the truth is, most of us already have everything we need. The real problem is not a lack of knowledge, it is not knowing how to package and position what we already know.

    In this episode, I break down five simple and practical ways to turn your existing skills, experiences, and knowledge into income. Whether you are in between roles, exploring a side hustle, or just trying to make extra money right now, this episode is your reminder that there is value in what you already bring to the table.

    I also walk through a key mindset shift. You do not need to be the top expert. You just need to be a few steps ahead of the person you are helping. People are not just paying for information. They are paying for clarity, speed, guidance, and confidence. And that is where your opportunity lies.

    Main Takeaways
    You do not need new skills or certifications to start making money
    There are five core ways to monetize what you already know
    People pay for clarity, speed, and guidance, not just expertise
    Start with one path and keep it simple instead of trying everything

    Highlights Include
    00:00 – The biggest misconception about making money
    01:30 – Why you already have valuable, monetizable knowledge
    02:00 – The 5 ways to make money with what you know
    03:00 – The mindset shift you need before starting
    04:00 – Service and coaching as the fastest path to income
    06:00 – Done-for-you services and why people pay for convenience
    08:00 – Creating simple digital products that sell
    10:30 – Workshops and why people pay for real-time learning
    13:00 – Why reminders are key when selling anything
    15:00 – Using content to create opportunities and income
    18:00 – How to use AI without losing your voice
    21:00 – Why you should pick ONE path and start now

    Links Mentioned in This Episode
    Save the Date: Start the Podcast That Builds Your Exit Plan (Friday, March 20)

    Watch & Listen
    Watch this episode on YouTube and listen on all podcast platforms:
    Apple Podcasts: https://podcasts.apple.com/us/podcast/side-hustle-pro/id1126021323
    Spotify: https://open.spotify.com/show/13qDj08lBR4ymzGhXIKy8t
    YouTube: https://www.youtube.com/sidehustlepro

    Announcements
    If 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 Media
    Side Hustle Pro – @sidehustlepro
    #SideHustlePro
    Hosted on Acast. See acast.com/privacy for more information.
  • Side Hustle Pro

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

    13/03/2026 | 1h 9 mins.
    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 marketing
    What happened when the platform responsible for 80% of her income shut down overnight and how she rebuilt
    Why diversification across platforms, income streams, and partnerships is essential for creators and entrepreneurs
    How affiliate marketing works and how creators can use performance data to negotiate higher-paying brand deals

    Highlights Include
    00:00 – 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 & Listen
    Watch this episode on YouTube and listen on all podcast platforms:
    Apple Podcasts: https://podcasts.apple.com/us/podcast/side-hustle-pro/id1126021323
    Spotify: https://open.spotify.com/show/13qDj08lBR4ymzGhXIKy8t
    YouTube: https://www.youtube.com/sidehustlepro

    Announcements
    If 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 Media
    Instagram: @thecreatorprofitlab
    Instagram: @buymechanel

    Side Hustle Pro – @sidehustlepro
    #SideHustlePro

    Hosted on Acast. See acast.com/privacy for more information.
  • Side Hustle Pro

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

    06/03/2026 | 1h 6 mins.
    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 Include
    00:00 – 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 Episode
    https://forthe23percent.com/
    Save the Date: Start the Podcast That Builds Your Exit Plan (Friday, March 13)

    Watch & Listen
    Watch this episode on YouTube and listen on all podcast platforms:
    Apple Podcasts: https://podcasts.apple.com/us/podcast/side-hustle-pro/id1126021323
    Spotify: https://open.spotify.com/show/13qDj08lBR4ymzGhXIKy8t
    YouTube: https://www.youtube.com/sidehustlepro

    Announcements
    If 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 Media
    Instagram: @forthe23percent
    Side Hustle Pro – @sidehustlepro
    #SideHustlePro
    Hosted on Acast. See acast.com/privacy for more information.
  • Side Hustle Pro

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

    27/02/2026 | 56 mins.
    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 Include
    00:00 – 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 Episode
    Life 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 & Listen
    Watch this episode on YouTube and listen on all podcast platforms:
    Apple Podcasts: https://podcasts.apple.com/us/podcast/side-hustle-pro/id1126021323
    Spotify: https://open.spotify.com/show/13qDj08lBR4ymzGhXIKy8t
    YouTube: https://www.youtube.com/sidehustlepro

    Announcements
    If 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 Media
    YouTube: 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.

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About 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.
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