Side Hustle Pro Podcast Por Nicaila Matthews Okome | Side Hustle Pro Media arte de portada

Side Hustle Pro

Side Hustle Pro

De: 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, Tiffany "The Budgetnista" Aliche, and more!

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Episodios
  • 510: Why High-Achieving Women Struggle to Outsource (And What to Do Instead)

    510: Why High-Achieving Women Struggle to Outsource (And What to Do Instead)
    Apr 17 2026

    In this episode, I’m joined again by Monique Shields, and this conversation felt like therapy, coaching, and truth-telling all in one. We went deep into something I’ve personally been navigating: what it actually looks like to move out of survival mode as a high-achieving woman, especially when life has been life-ing.


    We talked about the invisible weight many of us carry, from parenting to business to unexpected life challenges, and how that impacts the way we show up, make decisions, and even spend money. One of the biggest shifts for me? Realizing I wasn’t telling myself the full story about what I had been carrying and surviving.


    Monique breaks down how our mindset around scarcity, energy, and outsourcing can keep us stuck, and what it really means to “resource yourself” instead of just pushing through. If you’ve been feeling stuck, foggy, or like you’re doing everything but still not moving forward, this episode will hit home.


    Main Takeaways
    • You’re not behind, you’re likely operating without acknowledging everything you’ve been carrying
    • Scarcity mindset after a hard season can quietly shape your decisions and keep you stuck
    • Your energy, not just your time, is one of your most valuable assets
    • Resourcing yourself (mentally, physically, strategically) is essential for growth


    Highlights Include
    • 00:00 – Reconnecting with Monique and what she’s been building
    • 02:30 – Why intimate spaces and coaching containers matter
    • 04:30 – Starting YouTube and breaking through creative burnout
    • 06:00 – The hidden impact of hard seasons on decision-making
    • 08:00 – Why you’re not telling yourself the full story
    • 10:00 – High-achievers and the trap of self-pressure
    • 12:30 – Why “feeling less overwhelmed” isn’t the right goal
    • 15:00 – Scarcity mindset after financial or life shocks
    • 18:00 – Why cost-first thinking keeps you stuck
    • 21:00 – The “delusional belief” successful people hold about their future
    • 27:00 – The real value of your time and energy
    • 33:30 – What actually changed after hiring support
    • 36:00 – Mental fog and why you don’t even realize you’re in it
    • 40:00 – Why stability is not the same as hoarding
    • 43:00 – What it really means to “resource yourself”
    • 46:00 – The importance of having multiple “brains” supporting you
    • 50:00 – Why your nervous system needs support in today’s world
    • 52:00 – Reframing “I can’t afford it” into a choice


    Links Mentioned in This Episode

    Save the Date: Start the Podcast That Builds Your Exit Plan (April 17)


    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: @moniquershields

    Podcast: Ambition Without Compromise


    Side Hustle Pro – @sidehustlepro

    #SideHustlePro

    Hosted on Acast. See acast.com/privacy for more information.
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    50 m
  • 509: Opening Up About My Journey as an Autism Mom

    509: Opening Up About My Journey as an Autism Mom
    Apr 10 2026

    This episode is one of the most personal and vulnerable conversations I’ve ever shared. I’m opening up about my journey as an autism mom, from the early days of pregnancy and motherhood during the pandemic to navigating the realities of developmental delays, diagnoses, and advocacy.


    What started as subtle concerns about speech delays turned into a life-changing journey through early intervention, therapy, and eventually receiving an official autism diagnosis for my son. Along the way, I’ve had to learn how to advocate fiercely, navigate complex systems, and redefine what motherhood looks like for me and my family.


    This episode is about the hard moments, the emotional weight, and the unexpected beauty in this journey. It’s also about community, resilience, and learning to see strength in a path that looks different than what I once imagined.


    Highlights Include

    00:00 – Why this episode is deeply personal

    02:00 – Pregnancy, birth, and early milestones during the pandemic

    04:30 – First signs of speech delay and comparing developmental milestones

    06:30 – The emotional impact of early evaluations

    07:30 – Starting early intervention: speech and occupational therapy

    09:00 – Transition to specialized preschool and navigating the system

    11:00 – The hidden challenges of parenting a child with special needs

    12:30 – Communication barriers and emotional regulation as a parent

    14:00 – The moment I realized how much I’ve been carrying

    16:40 – Understanding gestalt language processing

    19:30 – Getting an official autism diagnosis

    21:00 – Advocating for my son within the school system

    23:30 – A “guardian angel” moment that changed everything

    27:00 – The role of faith in navigating this journey

    29:00 – Finding community and learning from other moms

    30:30 – Lessons autism has taught me about boundaries and perspective

    31:00 – A real-life parenting moment at the barbershop

    33:00 – Choosing celebration during Autism Awareness Month


    Links Mentioned in This Episode

    • Save the Date: Start the Podcast That Builds Your Exit Plan (Friday, April 17)


    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.
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    32 m
  • 508: The Tax Mistakes Side Hustlers Make That Cost Them Thousands (And How to Avoid Them)

    508: The Tax Mistakes Side Hustlers Make That Cost Them Thousands (And How to Avoid Them)
    Apr 8 2026
    If you’re a side hustler or solopreneur, taxes can go from simple to overwhelming real fast and the truth is, many entrepreneurs are quietly losing thousands of dollars just by not knowing what they don’t know. In this episode, I sat down with CPA and TurboTax Expert Lisa Greene-Lewis to break down the most common tax mistakes side hustlers make, from choosing the wrong business structure too early to missing out on key deductions and failing to stay organized throughout the year. We also unpack what actually makes taxes more complex as your business grows and how to stay ahead of it before tax season hits.This conversation is all about helping you feel more confident, more prepared, and more in control of your finances. Because the goal is not just to make money in your business but to keep more of it.Main TakeawaysLack of consistent tracking is the biggest mistake that leads to overpaying taxesMany solopreneurs miss deductions simply because they are unaware of what qualifiesStaying organized year-round is the key to reducing stress and maximizing savingsHighlights Include00:00 – Introduction to tax season for solopreneurs02:00 – Lisa’s journey into tax expertise and entrepreneurship05:20 – LLC vs S corp: what you actually need to know08:20 – When taxes start to feel complicated09:30 – Why tracking income and expenses is critical11:40 – Common deductions people miss13:00 – Home office deduction explained14:20 – Section 179 and equipment write-offs15:10 – What you can’t deduct (clothes, hair, makeup)16:40 – Business credit card interest deduction17:20 – Employing your kids as a tax strategy18:00 – SEP IRA and retirement savings for entrepreneurs19:00 – Qualified Business Income deduction20:10 – Key tax law updates and 1099-K changes23:20 – How to stay organized with QuickBooks25:40 – How TurboTax experts support business owners27:10 – Lisa’s personal system for staying organized Links Mentioned in This EpisodeTurboTax: https://turbotax.com/business QuickBooks: https://quickbooks.intuit.comWatch & 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 PlanSave your seat here. Social MediaLinkedIn: https://www.linkedin.com/in/lisa-greene-lewis-7721b815a Website: https://turbotax.com/business Side Hustle Pro – @sidehustlepro#SideHustlePro Hosted on Acast. See acast.com/privacy for more information.
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    34 m

Featured Article: 10 "Finfluencers" You Should Know


There’s no shortage of personal finance advice through social media these days. "Finfluencers," or personal finance influencers, are taking over our feeds. Here, we’ve rounded up 10 of the most popular and trusted names in personal finance on Audible, along with their podcasts and audiobooks. While most of these finfluencers are millennials, their listens offer advice for everyone, regardless of your age, income level, or financial acumen. Whether you're struggling to stick to a budget or seeking to make your first million, here are the top influential figures in personal finance worth a listen.

Featured Article 10 Finfluencers You Should Know
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I have been listening to Side Hustle Pro for two years now, and love it. She will ask the questions that we all want to know, and if there’s not a guest, she’s dropping nuggets to get you started or keep you going! :)

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