Side Hustle Pro

Side Hustle Pro

Nicaila Matthews Okome | Side Hustle Pro Media

Episodes 526
Avg. Duration 46m
Activity Highly Active
Apple Rating 4.7 (1,802)
Since Jun 2016
Latest Episode Jun 2026

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Publishing Details

Schedule
Weekly
Format
Episodic
Consistency
85%
Hosting
feeds.acast.com

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About This Podcast

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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Recent Episodes

518: The ONE skill you need to learn before you QUIT

Jun 12, 2026 30m

If this resonated with you, here are additional resources: ⭐ APPLY TO SHIFT: https://sidehustlepro.co/shiftIn this solo episode, I am getting real with you about the one skill that changed everything…

517: After Quitting My 6-Figure Job to Launch My Own Business Here’s What I Learned

Jun 05, 2026 26m

If this resonated with you, here are additional resources: ⭐ APPLY TO SHIFT: https://sidehustlepro.co/shiftIn this solo episode, I'm pulling back the curtain on my entrepreneurial journey and sharing…

516: From Caregiver to CEO: How Camille Joy Turned Her Son’s Diagnosis Into a Movement

May 29, 2026 1h

In this episode, I sat down with Camille Joy, founder of the Moments of Joy Podcast and author of Moments of Joy: 90 Days of Encouragement, published by Penguin Random House. Camille is a trafficking…

515: From Corporate to Creative: How Jessica Lane Alexander and Lori Hall McKissic Built Pop’N Creative into a $4M Agency

May 22, 2026 59m

In this episode, I sat down with the powerhouse duo behind Pop’N Creative, Jessica Lane Alexander and Lori Hall McKissic. These two met years ago at Turner Broadcasting and spent years rising through…

514: From Tutoring Classmates in High School to $1M College Prep CEO w/ Janae Young

May 15, 2026 1h 16m

In this episode, I sat down with Janae Young, founder and CEO of Young College Prep, who started her first business at just 15 years old, tutoring classmates out of her school library in Wilmington,…

513: Tiffany Aliche on What the Hard Years Teach You About Money and Resilience

May 08, 2026 1h 6m

This week in the guest chair is Tiffany Aliche, known to millions as the Budgetnista and the author of the New York Times bestseller Get Good With Money. Tiffany is back for a deeply personal…

512: How Leah Collins Turned Financial Mistakes Into a TV Show, Multiple Income Streams, and a Purpose-Driven Career

May 01, 2026 43m

This week in the guest chair is Leah Collins, financial coach, speaker, and host of Maxxed Out, a powerful series helping people confront their finances and the relationships tied to them. But Leah’s…

511: Monica Cornitcher’s Journey From Personal Loss to Non-Alcoholic Cocktail Success

Apr 24, 2026 43m

I sat down with Monica Cornitcher, CEO and co-founder of Medase Cocktails, a premium non-alcoholic beverage brand redefining what it means to drink without alcohol. What started as a simple desire…

510: How I'm Rebuilding After A Hard Season (feat. Monique Shields)

Apr 17, 2026 49m

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:…

509: Opening Up About My Journey as an Autism Mom

Apr 10, 2026 32m

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…

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

Apr 08, 2026 34m

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…

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

Mar 27, 2026 28m

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…

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

Mar 20, 2026 23m

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.…

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

Mar 13, 2026 1h 9m

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…

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

Mar 06, 2026 1h 6m

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…

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

Feb 27, 2026 56m

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…

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

Feb 21, 2026 30m

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…

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

Feb 13, 2026 21m

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…

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

Feb 06, 2026 26m

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…

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

Jan 29, 2026 33m

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…

Frequently Asked Questions

How many episodes does Side Hustle Pro have?

Side Hustle Pro has published 526 episodes since June 2016.

Is Side Hustle Pro still active?

Side Hustle Pro is currently highly active with new episodes weekly. Average episode length is 46m.

How do I contact Side Hustle Pro for sponsorship or guest appearances?

Sign up on Grep.FM to access contact details for Side Hustle Pro, including email and social media links.

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