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Side Hustle Pro

Side Hustle Pro

By: Nicaila Matthews Okome | Side Hustle Pro Media
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About this listen

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.

© 2025 SIDE HUSTLE PRO
Economics Leadership Management & Leadership Marketing Marketing & Sales
Episodes
  • 499: How to Make Your First $1K Side Hustling
    Jan 29 2026

    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 strategically
    • How to choose a simple offer you can confidently deliver right now
    • How to identify who your offer is really for and why frustration matters
    • Why clarity, consistency, and conversations matter more than perfection

    Links Mentioned in This Episode
    • Side Hustle Pro Website: https://sidehustlepro.co/


    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


    Hosted on Acast. See acast.com/privacy for more information.

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    33 mins
  • 498: How to Start a Side Hustle Without Quitting Your Job
    Jan 22 2026

    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 build
    • The mindset shift that turns your paycheck into startup capital
    • How to choose a side hustle that fits your real life, energy, and capacity
    • How to decide in advance what “ready to leave” really looks like backed by numbers and a plan


    Highlights Include

    00:00 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 Episode
    • Side Hustle Pro Website: https://sidehustlepro.co/
    • Goal Getter Action Plan: https://side-hustle-pro.teachable.com/p/goal-getter-action-plan
    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

    Hosted on Acast. See acast.com/privacy for more information.

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    23 mins
  • 497: 7 Side Hustles That Can Make Real Money
    Jan 15 2026

    In this episode of Side Hustle Pro, I break down seven side hustles you can start this month that have real income potential. This episode is all about building leverage through problem-solving businesses that can grow from side hustle to full-time income.


    In This Episode, I Share:

    • Why your side hustle should be treated as leverage and a real business, not a hobby or just extra money
    • The two rules I want you to follow before choosing a side hustle: don’t try everything at once, and focus on solving real problems
    • Seven proven, service-based side hustle ideas — from home operations and career pivots to podcast booking and fractional COO work
    • How to move from idea to action by getting your first client through simple, focused next steps


    Highlights Include

    00:00 Why your side hustle should be treated as leverage, not a hobby

    02:10 The two rules to follow before choosing a side hustle

    04:30 How to stop collecting ideas and start building a real business

    06:30 Side Hustle #1: The local “fix-it” project manager (home ops manager)

    10:15 Side Hustle #2: Career Pivot Studio for job seekers and career switchers

    14:45 Side Hustle #3: Podcast guest booking agency for founders and experts

    18:50 Side Hustle #4: Compliance, privacy, and admin cleanup for small businesses

    22:30 Side Hustle #5: Elder care concierge for busy adult children

    26:30 Side Hustle #6: Micro-business events producer for pop-ups and workshops

    30:00 Side Hustle #7: Fractional COO and operations command center builder

    35:20 How to pick one side hustle and take action this week

    38:10 Simple next steps to land your first client


    Links Mentioned in This Episode
    • Side Hustle Pro Website: https://sidehustlepro.co/


    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


    Hosted on Acast. See acast.com/privacy for more information.

    Show More Show Less
    28 mins
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