Side Hustle Pro

By: Nicaila Matthews Okome | Side Hustle Pro Media
  • Summary

  • 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
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Episodes
  • 444: Five Steps to Finally Launch Your Side Hustle
    Jan 8 2025

    We’re kicking off this new year by welcoming new and returning listeners to Side Hustle Pro with a reminder that it’s never too late—or too early—to pursue a side hustle. Inspired by an email from a listener, I was reminded that my focus on Black women entrepreneurs still resonates with a wide audience, proving that clarity in your target listener doesn’t exclude anyone else who might benefit.


    In this episode I share the five areas of focus for starting or growing your business in 2025:

    • Get clear on your main priority
    • Choose a channel to showcase your expertise
    • Organize your content (you likely have more than you realize!)
    • Trust yourself to figure things out, even when you get stuck
    • Invest in education and resources that level up you and your business


    Highlights include:

    00:00 Intro

    03:00 Uplifting women entrepreneurs

    05:00 Setting goals for the year

    10:30 Five areas of focus for 2025

    18:00 The power of sharing your journey

    23:00 Overcoming content overwhelm

    29:00 Trusting yourself and investing in growth

    35:00 Master The Gram Challenge


    Check out episode 444 of Side Hustle Pro podcast out now on Apple Podcasts, Spotify, and YouTube


    This episode is brought to you by:

    Master The Gram Challenge: In this 5-Day Master The Gram Challenge, I'll teach you the exact steps I used to grow my Instagram to over 95K followers, launch a hit podcast, launch digital programs, quit my job to work for myself, and make multiple SIX-figures as a successful entrepreneur. Sign up here: https://sidehustlepro.co/masterthegram


    Links mentioned in this episode

    • Master The Gram Challenge: https://sidehustlepro.co/masterthegram
    • Nicaila’s Instagram: https://www.instagram.com/sidehustlepro/
    • Nicaila’s LinkedIn: https://www.linkedin.com/company/sidehustlepro
    • Nicaila’s Website: https://sidehustlepro.co/


    Click here to subscribe via RSS feed (non-iTunes feed): http://sidehustlepro.libsyn.com/rss


    Announcements

    Join 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


    #SideHustlePro


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

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    36 mins
  • [BONUS] Master The Gram Challenge To Kick Off 2025!
    Jan 5 2025

    Are you tired of feeling stuck when it comes to Instagram? Not sure how to use it to promote your business effectively? If creating content feels overwhelming or you’re spinning your wheels trying to figure out what works, this is for you. The Master the Gram Challenge is designed to help you take control of Instagram and finally make it work for you. Join here: https://sidehustlepro.co/masterthegram


    In Just 5 Days, You’ll Learn How To:


    1. Attract the right people to build a community (not just followers)
    2. Create content that makes people want to buy from you
    3. Save time with simple automation and scheduling tools
    4. Know when (and how) to hire so you can get off the content hamster wheel


    We'll Cover:


    • Day 1: Followers
    • Day 2: Content That Converts
    • Day 3: Automation & Planning
    • Day 4: Sales
    • Day 5: Outsourcing & Scaling


    PLUS! A BONUS live Q&A Call

    Join me on Friday, Jan 17 at 1:00 PM ET for a live session to get your questions answered


    You'll Get:


    ✔️ Daily bite-sized videos delivered straight to your inbox

    ✔️ My step-by-step strategies to take the guesswork out of Instagram

    ✔️ The exact tools and templates I use to simplify and save time

    ✔️ Access to a live Q&A with me on Day 5


    Instagram has been the marketing engine behind my email list, podcast, and digital courses for 10 years. It’s a powerful tool that can transform your business when used the right way. This is your chance to master Instagram, connect with your ideal audience, and start making real money in 2025.


    Ready to conquer Instagram? Claim your spot in the challenge here https://sidehustlepro.co/masterthegram


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

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    2 mins
  • 443: She Side Hustled Her Way To a Multi-Million Dollar Wine Business (Feat. Whitney Gates)
    Dec 18 2024

    This week in the guest chair we have Whitney Gates, an experienced marketing leader turned entrepreneur as co-founder and CEO of Wondry Wine. Her diversified skill set is driven by over 13 years of experience in brand management, shopper marketing and sales across Fortune 200 companies.


    Rejecting exclusivity, Wondry presents customers with a more approachable, stronger, semi-sweet wine. Drawing inspiration from her disabled uncle’s wine-making journey, Whitney’s hustled her way into becoming a multi-million dollar company in just a few years.


    In this episode she shares:

    • How she went from making wine herself and doing door to door selling to launching Wondry online and expanding onto Target shelves
    • What it takes to stand out in a crowded market (and even get a deal with Mark Cuban on Shark Tank)
    • The importance of understanding your customer and adjusting your pitch accordingly


    Highlights include:

    0:00 – Introduction to Whitney Gates

    8:17 – Launching Wondry

    11:20 – Defining Wondry’s category: wine vs. cocktail hybrid

    15:00 – Investing in the business

    18:40 – Door-to-door sales and proof of concept

    31:00 – Whitney’s Shark Tank experience and partnering with Mark Cuban

    34:00 – Becoming profitable and managing costs as you scale

    41:00 – Tips for entrepreneurs


    Check out episode 443 of Side Hustle Pro podcast out now on Apple Podcasts, Spotify, and YouTube


    Links mentioned in this episode

    • Wondry Wine Website: https://www.drinkwondry.com
    • Follow Wondry’s Instagram: https://www.instagram.com/wondrywine
    • Side Hustle Pro Website: https://www.sidehustlepro.co


    Click here to subscribe via RSS feed (non-iTunes feed): http://sidehustlepro.libsyn.com/rss


    Announcements

    Join 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 Info
    • Follow Wondry’s Instagram: https://www.instagram.com/wondrywine

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

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    46 mins

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