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Entrepreneurship
Side Hustle
Content Creation
Podcasting
Mental Health
Personal Finance
Instagram
Social Media
Side Hustles
Networking
Linkedin
Email Marketing
Personal Branding
Personal Growth
Career Development
Black Women Entrepreneurs
Social Media Marketing
Mindset
Personal Development
Diversity and Inclusion

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 entrepr... more

PublishesWeeklyEpisodes522Founded10 years ago
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Artwork for Side Hustle Pro

Latest Episodes

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, North Carolina. By the time she graduated high scho... more

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 conversation about what burnout actually looks like when y... more

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 journey didn’t start on TV, it started with a mome... more

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 for a real cocktail experience without the after-effe... more

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Recent Guests

Janae Young
Founder of Young College Prep (college admissions coach and entrepreneur)
Young College Prep
Episode: 514: From Tutoring Classmates in High School to $1M College Prep CEO w/ Janae Young
Leah Collins
Financial coach, TEDx speaker, host of Own Networks, Maxxed Out
Self-employed/ Own Networks
Episode: 512: How Leah Collins Turned Financial Mistakes Into a TV Show, Multiple Income Streams, and a Purpose-Driven Career
Monica Cornitcher
CEO and co-founder of Medasi Cocktails
Medasi Cocktails
Episode: 511: Monica Cornitcher’s Journey From Personal Loss to Non-Alcoholic Cocktail Success
Monique Shields
Executive coach and host of Ambition Without Compromise
Ambition Without Compromise (podcast) / private coaching
Episode: 510: How I'm Rebuilding After A Hard Season (feat. Monique Shields)
Lisa Greene-Lewis
CPA, TurboTax expert with 20+ years in tax preparation
TurboTax
Episode: 508: The Tax Mistakes Side Hustlers Make That Cost Them Thousands (And How to Avoid Them)
Chanel Tyler
Buy Me Chanel, creator, entrepreneur and former YouTube/Estee Lauder executive
Buy Me Chanel / Creator / Former YouTube executive
Episode: 505: From YouTube Exec to Full-Time Creator: How Chanel Tyler Turned Content Creation Into 5-Figure Passive Income
Dielle Charon
Founder of For the 23% and sales/business/money coach
For the 23%
Episode: 504: How to Go From Side Hustle to $1 Million | My Coaching Session with Dielle Charon
Symone Austin
Creator of Life and Numbers, a YouTube channel focused on personal finance and life after layoff.
Life and Numbers
Episode: 503: She Got Laid Off…Then Built a YouTube Income to Pay Her Bills
Brittany Sharpton
Podcast host and coach
To Tell You The Truth
Episode: 495: Breaking My Own Glass Ceiling

Host

Nicaila Matthews Okome
Founder and host of Side Hustle Pro; longtime entrepreneur and podcast creator focused on helping side hustlers scale to profitable businesses.

Reviews

4.7 out of 5 stars from 2.1k ratings
  • Very thoughtful and relatable content

    Nicaila, thank you for your honesty and transparency in your podcast. Whenever I am able to stop and listen to your podcast, you always provide me with such inspiration and a way forward. I am a mom, wife, full time employee who has all the aspirations of creating a profitable side hustle and your content consistently provides me with great insight to just take that first step and do it! Just want to say I truly appreciate your voice and please continue your awesome work!

    Apple Podcasts
    5
    A-Star8
    United States2 months ago
  • Love this podcast

    Side Hustle Pro is the best career, business and life advice show that is practical and actionable all delivered with Nicaila’s warm, encouraging and thoughtful demeanor.

    Apple Podcasts
    5
    Really Really Really Rich
    United States2 months ago
  • So happy I found this podcast

    I was down in the dumps about getting laid off am stumbled on this podcast. It was kismet. Nicaila’s advice on how brand yourself and take the skills you learned in your previous role to help leverage your next role was just want I needed to get myself out there! Thank you for this episode and this show.

    Apple Podcasts
    5
    akey618
    United States3 months ago
  • Thank You & Keep Going and Glowing

    This has hands-down been one of my most favorite podcast. I have enjoyed listening since early 2025. I was not a big podcast listener before I found your show. I appreciate your humble transparency, and overall relatable content. It could be that this podcast met me where I was at the moment, in transition, trying to figure out if corporate America or entrepreneurship was my lane. This podcast helped bring not only clarity, but courage to my journey.

    Thank you so much for the consistent content.... more

    Apple Podcasts
    5
    FordTough213
    United States4 months ago
  • Great for Women Entrepreneurs

    Love this show, I’m always learning something from Nicaila and her guests.

    Apple Podcasts
    5
    ashincredible
    United States4 months ago

Listeners Say

Key themes from listener reviews, highlighting what works and what could be improved about the show.

Listeners highlight motivation, actionable guidance, and the host's authentic interviewing style.
Audience feedback often emphasizes community, empowerment, and applicability of lessons to real-life side hustles.
Some critique about interruptions during interviews, with calls for smoother guest conversations.
Guests are seen as diverse and insightful, with many noting the show helps with confidence and business growth.
Positive and inspiring feedback; listeners appreciate transparency, practical tips, and relatable experiences.

Chart Rankings

How this podcast ranks in the Apple Podcasts, Spotify and YouTube charts.

Talking Points

Recent interactions between the hosts and their guests.

511: Monica Cornitcher’s Journey From Personal Loss to Non-Alcoholic Cocktail Success
Q: How have personal setbacks affected your business, and what keeps you moving forward?
The passing of Inga was a major setback, but Monica describes leaning on memories, seeking therapy, and maintaining a strategic plan to continue the brand's mission. She emphasizes resilience, ongoing pursuit of retail opportunities, and building a legacy through Medasi Moments on their website.
511: Monica Cornitcher’s Journey From Personal Loss to Non-Alcoholic Cocktail Success
Q: What happened at Expo West, and how did that event shape your path toward retail and VC interest?
Expo West was a deliberate, single-minded push to secure retail and VC attention. They spent a substantial amount to participate, showcased a strong bar-like booth, and engaged with about 50 potential investors, leading to initial conversations with a VC who could fund the next growth stage.
511: Monica Cornitcher’s Journey From Personal Loss to Non-Alcoholic Cocktail Success
Q: How did you fund the early production, and what was the cost and trade-off of starting with two products?
Monica explains they used personal funding to start, carefully budgeting for a small production run to bring two products to market. They tracked costs like cans, wraps, and real juices, kept pricing aligned with a premium but relatively accessible two-product lineup, and avoided over-leveraging as they tested the market.
511: Monica Cornitcher’s Journey From Personal Loss to Non-Alcoholic Cocktail Success
Q: What was the initial spark that led you to pursue Medasi Cocktails, and how did you validate the idea before launching?
The idea arose from Zoom conversations with a friend who was battling cancer and could not drink, combined with a desire for a real cocktail flavor in a zero-proof format. They conducted market analysis, consulted a black female food scientist, and used real ingredients to create a flavor profile that matched traditional cocktails, ensuring there was a true gap in the market.
503: She Got Laid Off…Then Built a YouTube Income to Pay Her Bills
Q: How did you manage to go months without touching your emergency reserves?
Symone explained that she diversified her income streams through YouTube ad revenue, photography gigs, and selling digital products.

Audience Metrics

Listeners, social reach, demographics and more for this podcast.

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Frequently Asked Questions About Side Hustle Pro

What is Side Hustle Pro about and what kind of topics does it cover?

Side Hustle Pro consistently showcases Black women entrepreneurs who turned side projects into profitable businesses. Episodes center on actionable steps for starting, growing, and monetizing ventures, often surfacing personal journeys through layoffs, career pivots, and pivot-driven entrepreneurship. A distinctive trait is the host's blend of candid storytelling, practical frameworks, and guest interviews that mix mindset, branding, and operations. Listeners can expect motivational narratives, concrete tactics for revenue and growth, and frequent emphasis on community, authenticity, and balancing motherhood with business ownership. The show often features guests from a range of industries, with a focus on empowerment, practical guidance, a... more

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How many listeners does Side Hustle Pro get?

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Which podcasts are similar to Side Hustle Pro?

These podcasts share a similar audience with Side Hustle Pro:

1. Brown Ambition
2. Journey To Launch
3. Hello Seven Podcast
4. She's So Lucky
5. Therapy for Black Girls

How many episodes of Side Hustle Pro are there?

Side Hustle Pro launched 10 years ago and published 522 episodes to date. You can find more information about this podcast including rankings, audience demographics and engagement in our podcast database.

How do I contact Side Hustle Pro?

Our systems regularly scour the web to find email addresses and social media links for this podcast. We scanned the web and collated all of the contact information that we could find in our podcast database. But in the unlikely event that you can't find what you're looking for, our concierge service lets you request our research team to source better contacts for you.

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What guests have appeared on Side Hustle Pro?

Recent guests on Side Hustle Pro include:

1. Janae Young
2. Leah Collins
3. Monica Cornitcher
4. Monique Shields
5. Lisa Greene-Lewis
6. Chanel Tyler
7. Dielle Charon
8. Symone Austin

To view more recent guests and their details, simply upgrade your Rephonic account. You'll also get access to a typical guest profile to help you decide if the show is worth pitching.

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