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Side Hustle Pro
Nicaila Matthews Okome | Side Hustle Pro Media
502 episodes
6 days ago
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.

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Entrepreneurship
Business,
Marketing
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All content for Side Hustle Pro is the property of Nicaila Matthews Okome | Side Hustle Pro Media and is served directly from their servers with no modification, redirects, or rehosting. The podcast is not affiliated with or endorsed by Podjoint in any way.
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.

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Entrepreneurship
Business,
Marketing
Episodes (20/502)
Side Hustle Pro
494: Owning Manhattan’s Tricia Lee: From Beauty Mogul to Real Estate Titan

This week in the guest chair we have Tricia Lee, powerhouse real estate broker, star of Netflix’s Owning Manhattan, and founder and leader of the highly talented Tricia Lee Team at Serhant. 


Tricia sold over $200M in her solo career before joining Serhant and simultaneously joining forces with her partner, Jeffrey St. Arromand. Through the power of partnership, authenticity, and personal branding, Tricia has become a household name in real estate and media.


In this episode, Tricia shares:

  • How she successfully managed the pivot from beauty to real estate and television 
  • Why she makes it a point to share her journey while also marketing her business
  • How content creation has helped her close real estate deals
  • How she has stayed true to herself and blocked out opinions, jobs, and people who don’t align with her goals
  • And so much more!


Highlights Include:

00:00 Intro 

03:14 Discovering identity

13:00 Navigating real estate

16:50 Polish Bar success

23:08 Transferring skills from previous industries

34:19 Navigating real estate and running a business

40:48 Building confidence through successful selling

50:00 Personal branding through authenticity 

1:00:00 Power of partnership

1:11:00 Tips for entrepreneurs 


Check out episode 494 of Side Hustle Pro podcast out now on Apple Podcasts, Spotify, and YouTube


Links mentioned in this episode

  • Tricia’s Website: https://serhant.com/agents/tricia-lee-riley 
  • Tricia’s Instagram: https://www.instagram.com/lovetricialee/?hl=en 
  • Team Tricia Lee: https://serhant.com/agents/tricia-lee-riley 
  • Bed-Stuy Restoration: https://www.restorationplaza.org/ 


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


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

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3 days ago
1 hour 17 minutes 5 seconds

Side Hustle Pro
493: How To Make Content For Your Business In Less Than 1 Hour A Week

As an entrepreneur, content creation has become a huge part of expanding a business. So this week I’m sharing 4 tips that have helped me take the pressure off creating awesome content while running a business. 


In this episode I’m sharing:

  • How to optimize your recording sessions to get content done quicker
  • My favorite content creation tech and tools, and much more!

Check out this episode and others on Apple Podcasts, Spotify, and YouTube


Links mentioned in this episode

  • Free Side Hustle Guide: https://www.sidehustlepro.co/startyourhustle/
  • Register for my next FREE Podcast Masterclass: https://www.podcastmoguls.com/
  • Favorite Ring Light: https://amzn.to/3KaMiGN
  • Nicaila’s Instagram: https://www.instagram.com/sidehustlepro/
  • Content Tools Amazon List: https://www.amazon.com/shop/influencer-37ba1da3/list/WQ7ES8GSRRBH?ref_=cm_sw_r_cp_ud_aipsflist_aipsfinfluencer-37ba1da3_P22F9MBGA63FZKWR7V1W

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

Side Hustle Pro – @sidehustlepro

#SideHustlePro


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

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1 week ago
22 minutes 23 seconds

Side Hustle Pro
492: Rebuilding My Business After Burnout

Rebuilding my business after burnout wasn’t one big breakthrough. It was a series of small, honest shifts that finally brought me back to myself.


Rest. Prioritization. Time boundaries. Financial honesty. And the self-care I kept putting off because I felt guilty investing in myself.


In today’s episode of The Expansion Era, I’m sharing what this rebuilding season has really looked like for me as a mom of two, a wife, and a founder trying to get her mojo back. This chapter isn’t about going back to who I was. It’s about becoming someone who doesn’t abandon herself on the way to her goals.

If you're feeling depleted, questioning your confidence, or trying to rebuild your business after a hard season, this one’s for you.


✨ Watch this whenever you need a reminder that you can rebuild without rushing yourself.


RESOURCES MENTIONED

► Join my newsletter for behind-the-scenes support as you rebuild your business:

https://sidehustlepro.co/newsletter

► Register for my next free Podcast Moguls training on how to start the podcast that builds your exit plan:

https://podcastmoguls.com


CONNECT WITH ME

Instagram:https://www.instagram.com/sidehustlepro

Podcast: Side Hustle Pro

Business inquiries: hi@sidehustlepro.co


CHAPTERS

00:00 Realizing burnout

01:20 When exhaustion becomes normal

03:05 The power of rest

04:40 Relearning prioritization

06:30 Time boundaries and rebuilding my schedule

09:30 Money, fear, and shrinking my confidence

12:40 Self-care and putting myself back in the budget

15:00 What rebuilding actually looks like

17:00 Your next step


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

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2 weeks ago
17 minutes 22 seconds

Side Hustle Pro
491: 9 Side Hustles You Can Start Today That Could Replace Your 9-5

Are you ready to finally take the leap and start your side hustle, but don’t know where to start? This week we are outlining nine high-potential side hustles that can realistically scale to replace or significantly supplement your full-time income. 


Now these are not quick-fix ideas, these are long-term businesses that can bring you recurring revenue by leveraging automation tools (especially AI), and refining your marketing so clients find and trust you. Take it from someone who has built an entire brand on side hustling! 


In this episode I share:

  • Nine unique and and high-profit side hustles that can fully replace your 9-5
  • The side hustles former guests of Side Hustle Pro have had major success with
  • Why closing the gap between your ideas and actually starting is the key to your business


Highlights include:

  • 01:45 Cleaning services
  • 06:22 Faceless podcast
  • 07:57 Virtual assistant
  • 12:16 Social media marketing
  • 15:25 Short-form video editor 
  • 21:15 Podcast/YouTube channel manager
  • 22:30 AI integration specialist
  • 26:34 Corporate training and coaching
  • 29:40 Done-for-you service provider
  • 32:30 Why you should start now


Check out episode 491 of Side Hustle Pro podcast out now on Apple Podcasts, Spotify, and YouTube


Links mentioned in this episode

  • Schedule a clarity call with Nicaila: https://buy.stripe.com/5kQ8wQegpaMW8YR72ZgrS0b
  • Jhanilka’s Cleaning Business Episode: https://www.youtube.com/watch?v=KuN8j7YEDFg 
  • Kimberly’s Corporate Training Episode: https://www.youtube.com/watch?v=A672riddr1E 
  • Nicaila’s Instagram: https://www.instagram.com/sidehustlepro/ 
  • Nicaila’s LinkedIn: https://www.linkedin.com/in/nicailamatthewsokome 


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: https://sidehustlepro.co/facebook


Guest Social Media Info

Side Hustle Pro – @sidehustlepro

#SideHustlePro


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

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3 weeks ago
34 minutes 50 seconds

Side Hustle Pro
490: She Left Corporate and Built a 7-Figure Business

This week in the guest chair, Dr. Lakila Bowden shares her powerful journey from leading thousands inside Fortune 500 companies to co-founding ISee Technologies, a Black sister-owned, disability-led consulting firm now earning seven figures.


After leaving corporate in 2019, Lakila teamed up with her sister, Camille, to build a company trusted by brands like Disney, Kraft Heinz, and the EPA for high-impact training, inclusion, and workforce wellness programs. What makes her work different is how she blends corporate strategy, healing, and public speaking to help organizations and people thrive without burnout.


In this episode, Lakila opens up about the moment she walked away from the “known,” how she rebuilt her identity outside of corporate titles, and how speaking became a major accelerator in her business growth. She also breaks down the inner and outer transformation required to grow with your purpose, honor your well-being, and lead from a place of wholeness.


In This Episode, Dr. Lakila Shares:

  • The pivotal moment she knew she had to leave corporate America
  • How she and her sister built ISee Technologies into a 7-figure consulting firm
  • Why public speaking became a core revenue driver in her business
  • How personal healing shaped her approach to leadership and entrepreneurship
  • Her framework for helping organizations and individuals thrive without burning out



Highlights Include

00:00: Intro

02:10: Starting IC Technologies with her sister Camille

04:30: Becoming a speaker and author and how speaking scaled her impact

08:20: Building a disability-led, wellness-centered company

12:00: How corporate strategy + personal healing became her business superpower

16:15: The growth that came after walking away from the “known”

20:45: Helping organizations cultivate inclusion and sustainable wellness

26:30: Advice for anyone ready to pivot from corporate into purpose


Watch this episode on YouTube and listen on all podcast apps

Apple Podcasts: https://podcasts.apple.com/us/podcast/side-hustle-pro/id1126021323

Spotify: https://open.spotify.com/show/13qDj08lBR4ymzGhXIKy8t?si=8daf52a57e054042


Links Mentioned in This Episode

  • ISee Technologies: https://www.iseetechinc.com/
  • Achieve Work Life Alignment by Dr. Lakila Bowden http://www.lakilabowden.com/ 


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


Guest Social Media Info

Lakila's Instagram: https://www.instagram.com/lakilaj/

ISee Technologies Website: https://www.iseetechinc.com/

Side Hustle Pro – @sidehustlepro

#SideHustlePro


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

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1 month ago
54 minutes 33 seconds

Side Hustle Pro
489: How to Start a Side Hustle with AI (feat. Nadeen Matthews Blair)

This week in the guest chair, we have someone very special, my sister, Nadeen Matthews Blair and her pivot story is going to speak directly to anyone who’s ever felt called to reinvent themselves.


After 20 years in banking, management consulting, and C-suite leadership, Nadeen hit a point where the titles, the pressure, and the nonstop demands were no longer aligned with the life she wanted for herself and her family. So she did what so many high-achieving women fear doing: she stepped back, listened to the whisper, and chose a new path.


That path led her to Crescent Advisory Group, where she now teaches professionals, creatives, and new entrepreneurs how to use AI with confidence. What’s wild is that she built the entire business using just four beginner-friendly AI tools and today, she’s breaking them all down for you.


Whether you’re in a pivot, launching a side hustle, or trying to understand where AI fits into your next chapter, this episode will give you clarity, confidence, and a simple starting point.


In This Episode, Nadeen Shares:

  • How she pivoted from a demanding corporate career into full-time entrepreneurship
  • Why early consulting and workshop opportunities found her before she officially launched
  • How AI tools like Perplexity, Gamma, Looka, and Namelix helped her build her brand, website, and business foundation fast
  • Why AI is the most powerful leverage tool for side hustlers in 2025
  • How redefining success around flexibility, family, and purpose shaped her new chapter
  • What she’s teaching thousands of people in her beginner-friendly AI webinars


If you’ve been feeling the pull to pivot or you’re curious about how to use AI without feeling overwhelmed, this is your episode.


Watch Episode 489 on YouTube and listen on all podcast apps.


Links mentioned in this episode

Crescent Advisory Group: http://crescentadvisorygroup.com

ChatGPT

Perplexity

NameLix

Gamma

Lovable

MIT AI Courses

Alicia Little’s AI Innovation Program


Guest Social Media Info

Side Hustle Pro – @sidehustlepro: https://www.instagram.com/sidehustlepro/

Nadeen Matthews Blair IG: https://www.instagram.com/nadeenmatthewsblair/

Nadeen Matthews Blair LinkedIn: https://www.linkedin.com/in/nadeenmatthews/


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

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1 month ago
58 minutes 25 seconds

Side Hustle Pro
488: The Power in the Pivot: How Keewa Nurullah Is Rebuilding After Closing Her Dream Business

This week in the guest chair we have Keewa Nurullah, artist, entrepreneur, and small-business strategist you may remember as the founder of Kido, the beloved South Loop children’s boutique that brought color, culture, and community to families across Chicago.

After six powerful years in business, and national recognition that included a shout-out from President Barack Obama, Keewa made the bold decision to close her brick-and-mortar store and start over.


In this episode, Keewa opens up about what it truly looks like to evolve as an entrepreneur, navigating economic shifts, changing customer behavior, and the emotional side of letting go of something you built from the ground up. Today she’s channeling those lessons into her work as a strategist and host of Circulate, a monthly community event that “love-bombs” local shops with intentional support and helps other founders build thriving, purpose-driven businesses on their own terms.


In this episode, she shares:

  • The courage to walk away from a business 
  • What retail taught her about leadership, money, and boundaries
  • The realities of pivoting after success
  • How she’s creating new pathways for community-minded entrepreneurs


Highlights Include

00:00 Intro

03:10 Launching Kido and building community through culture

08:45 Getting national recognition (including Barack Obama’s shout-out)

13:20 The moment she knew it was time to close her storefront

17:15 Navigating shifting customer habits post-pandemic

22:40 Starting over as a strategist and redefining success

27:00 Creating Circulate and supporting small businesses

33:15 Lessons on resilience, rest, and rediscovering your "why"

40:00 Advice for entrepreneurs in transition


Watch episode 488 on YouTube and listen on all podcast apps


Links mentioned in this episode

  • Keewa Nurullah Instagram:@kiwimercury
  • Keewa’s website: https://www.keewanurullah.com/
  • Side Hustle Pro: 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


Guest Social Media Info

Instagram: @kiwimercury


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

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1 month ago
52 minutes 12 seconds

Side Hustle Pro
487: Mindset Hacks For Every Business Owner

This week we’re diving into how to shift your mindset to set yourself up for success. Here’s the thing I’ve learned over the years that your mindset isn’t just a nice-to-have; it’s the foundation for everything you’re trying to build. Whether it’s pushing past fear to finally launch your business, staying consistent when sales are slow, or silencing that little voice in your head saying, ‘Who are you to do this?’ it all comes back to how you think and how you show up for yourself.


In this episode I share:

  • The mindset hacks I use, like reframing limiting beliefs, to conquer my goals 
  • How to break down your goals into actionable steps to avoid overwhelm 
  • My experience with imposter syndrome and how I continuously overcome it


Highlights include:

  • 00:00 Intro
  • 01:00 Battling imposter syndrome
  • 04:14 Breaking free from overthinking
  • 08:05 Confidence is key
  • 14:05 Master Instagram Challenge
  • 17:50 Building mental resilience 
  • 21:28 Actionable steps to a mindset change

Check out episode 487 of Side Hustle Pro podcast out now on Apple Podcasts, Spotify, and YouTube


Links mentioned in this episode

  • Side Hustle Pro YouTube: https://www.youtube.com/@SideHustlePro 
  • Side Hustle Pro Instagram: https://www.instagram.com/sidehustlepro/ 
  • SHP Done Is Better Than Perfect Episode: https://www.youtube.com/watch?v=naMuG3Abzmo 
  • SHP Denise Woodard Episode: https://www.youtube.com/watch?v=wjQqNBd8-xA 

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: https://sidehustlepro.co/facebook


Guest Social Media Info

Side Hustle Pro – @sidehustlepro

#SideHustlePro


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

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1 month ago
27 minutes 27 seconds

Side Hustle Pro
486: How to Side Hustle With a Full-Time Job

Welcome back to the Side Hustle Pro podcast, your headquarters for turning passion projects into profitable businesses! I’m Nicaila, and today we’re talking about how to find (and protect) the time you need to build your side hustle. 


I get it: Working a full-time job, juggling family commitments, and trying to live your life can make your side hustle goals feel impossible. But trust me, it’s not. I used to think I had zero free hours, but as soon as I did a reality check, I found pockets of time I could reclaim. Here’s how you can do the same.


In this episode I share about:

  • The time you’re losing and how to identify your top time wasters
  • The 3-Step Hustler’s Time Plan: how to maximize your time
  • How to build a system and schedule that work for you


Highlights include: 

  • 00:00 Intro
  • 01:45 Identify your biggest time traps
  • 06:42 Reclaim your time
  • 12:35 Power hour: get more done in less time
  • 16:15 Leverage your days off
  • 18:30 Protect your side hustle hours
  • 21:20 Choose a schedule that fits your life
  • 23:40 Final thoughts and recap


Check out episode 486 of Side Hustle Pro podcast out now on Apple Podcasts, Spotify, and YouTube


Links mentioned in this episode

  • Nicaila’s Website: https://sidehustlepro.co/
  • Nicaila’s Instagram: https://www.instagram.com/sidehustlepro/ 
  • Nicaila’s LinkedIn: https://www.linkedin.com/in/nicailamatthewsokome 
  • Brown Ambition Podcast: https://brownambitionpodcast.com/ 


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: https://sidehustlepro.co/facebook


Guest Social Media Info

Side Hustle Pro – @sidehustlepro

#SideHustlePro


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

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1 month ago
26 minutes 4 seconds

Side Hustle Pro
485: How to Turn Your Skills Into a Side Hustle

Always wanted to start a side hustle but didn’t know what industry to try? This week I’m breaking down the exact process of identifying the skills you do effortlessly and turning them into a profitable side hustle. 


In this episode I share:

  • How to pinpoint the skills hiding in your “blind spot”
  • The importance of surveying your network to confirm your strengths
  • Different service-based ideas you can launch today
  • How to validate your offers quickly and start getting paid sooner


Highlights include:

  • 00:00 Intro
  • 02:00 Three key steps
  • 05:30 Monetizable skills
  • 09:30 How to get paid sooner, not later
  • 15:00 Actionable homework


Check out episode 485 of Side Hustle Pro podcast out now on Apple Podcasts, Spotify, and YouTube


Links mentioned in this episode

  • Portia Obeng SHP episode: https://youtu.be/4qkgObsQ7pA?si=BySviTQaeTqgVa01 
  • Nicaila’s Instagram: https://www.instagram.com/sidehustlepro/ 
  • Nicaila’s LinkedIn: https://www.linkedin.com/in/nicailamatthewsokome 
  • FREE Survey Template: https://sidehustlepro.lpages.co/side-hustle-survey/  


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: https://sidehustlepro.co/facebook

Guest Social Media Info

Side Hustle Pro – @sidehustlepro

#SideHustlePro


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

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2 months ago
22 minutes 39 seconds

Side Hustle Pro
484: Demetria Lucas on Taking Career Risks and Embracing Pivots

This week we’re airing my first ever live podcast! I had the opportunity to sit down with author, journalist, and media powerhouse Demetria Lucas at the On Air Fest in Brooklyn, NY. 


From launching A Belle in BK to building an empire that spans books, film, podcasting, and more, Demetria has mastered the art of evolving and thriving as a multi-hyphenate entrepreneur. Taking risks and flawlessly pivoting has paid off.


In this episode she shares:

  • How prioritizing steady income through podcasting, owning a travel company, and more gives her freedom to enjoy life outside of working
  • The enormous impact traveling the world has had on her work, leading her to author three books on travel 
  • How she stayed resilient through personal challenges and self-doubt


Highlights Include:

00:00 Intro

03:36 Breaking into the book industry

08:20 Streams of steady income

13:45 Building a personal brand and podcast

24:08 Traveling the world

27:00 The ups and downs of finances in freelancing

36:15 Tips for entrepreneurs 


Check out episode 484 of Side Hustle Pro podcast out now on Apple Podcasts, Spotify, and YouTube


Links mentioned in this episode

  • Demetria’s Website: https://www.demetriallucas.com/ 
  • Demetria’s Instagram: https://www.instagram.com/demetriallucas 
  • Demetria’s Facebook: https://www.facebook.com/demetriallucas 
  • Ratchet and Respectable Podcast: https://podcasts.apple.com/us/podcast/ratchet-respectable/id1449001372 
  • TikTok: https://www.tiktok.com/ 

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

Side Hustle Pro – @sidehustlepro

#SideHustlePro


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

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2 months ago
42 minutes 21 seconds

Side Hustle Pro
483: The First 3 Moves I’d Make If I Were Starting a Side Hustle Today

In this solo episode, I’m sharing the first three moves I’d make if I were starting a side hustle today and it’s not what you think.


Over the years, I’ve seen so many new side hustlers get caught up in the wrong things (logos, websites, Instagram aesthetic), and miss the real work that actually builds momentum and income. So I’m breaking down what I’d focus on right now if I had to start all over again.


These are the same foundational steps that helped me build Side Hustle Pro from an idea into a full-fledged business, and they’re the same ones I teach my clients today.


In this episode, I share:

  • The number one mistake new side hustlers make (and how to avoid it)
  • How to get laser-focused on the problem you solve and who you serve
  • Why validation calls will change the way you approach your business
  • The difference between a website and a funnel (and why the latter matters more)
  • How I started selling a $50 course before I ever built a website


Highlights Include

00:00 Intro

02:10 Getting clear on the problem you solve

06:00 Finding your target audience

08:36 Validating your idea fast

11:09 What to ask during validation calls

14:41 Pricing with confidence

15:00 Building a simple funnel, not a website

19:03 How one simple email list changed everything

21:02 Recap: The 3 moves to start your side hustle today


Links Mentioned in This Episode

  • Leadpages
  • Fireflies.ai – My favorite meeting note-taker
  • Gemini for Google Meet


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

Side Hustle Pro – @sidehustlepro

#SideHustlePro



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

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2 months ago
23 minutes 1 second

Side Hustle Pro
482: 7 Side Hustles That Pay When You’re Unemployed

Being out of work can feel scary, the bills don’t stop, and self-doubt creeps in. But here’s the thing: this doesn’t have to be the end of your story. It can be the beginning of your expansion. Today, I’m sharing seven side hustles you can start right now to rebuild your confidence, earn income, and remind yourself that you have options.

Each of these hustles has the potential to bring in quick cash this month or grow into a long-term business. Momentum builds confidence, and confidence builds opportunity. 



In this episode I share:

  • Seven side hustles you can start right now if you’re unemployed or need extra cash—from digital products to service-based opportunities.
  • How to use your existing skills and everyday tools like Canva, ChatGPT, and social platforms to quickly generate income.
  • Why momentum matters more than perfection, and how even a small win can rebuild your confidence.
  • The importance of direct outreach—emails, texts, and personal asks—when you need to make money fast, instead of relying solely on social media.


Highlights include:

  • 00:00 Intro
  • 02:20 Side Hustle #1: Career Story Studio
  • 04:40 Side Hustle #2: Digital Templates Shop
  • 07:06 Side Hustle #3: TikTok Shop Seller
  • 09:29 Side Hustle #4: Airbnb Co-Host
  • 13:59 Side Hustle #5: UGC Creator
  • 16:20 Side Hustle #6: AI Consultant
  • 18:44 Side Hustle #7: Fractional Ops Manager
  • 23:28 Final thoughts on making money now
  • 25:32 Closing thoughts + live class invite


Links mentioned in this episode:


  • Register for my free class: Start the Podcast That Builds Your Exit Plan: https://sidehustlepro.co/freetraining

Side Hustle Pro – @sidehustlepro

Side Hustle Pro Nicaila Matthews Okome


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

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2 months ago
27 minutes 30 seconds

Side Hustle Pro
481: Why Pivoting Isn’t Failure (My Real Story)

For a long time, I believed pivoting meant I had failed. But now, I’ve learned that pivoting is actually proof that you’re still growing, still expanding, and still in motion.


In this episode, I open up about why I recently applied for a job, how it connects to everything I’ve built with Side Hustle Pro, and the lessons I’m learning in this new season.


In this episode, I share:

  • Why pivoting is feedback, not failure
  • How every pivot stacks and nothing is wasted
  • The dangers of comparison and how to release shame
  • Why pivots prepare you for your next expansion season


Highlights include:

00:00 Intro

02:20 What pivoting really means

07:05 Why I applied for a new role

11:45 Lessons from past pivots that shaped Side Hustle Pro

16:20 How comparison creates false shame

20:59 Why pivots keep you in motion

25:00 The role of podcasting in creating new opportunities

28:00 Closing thoughts + live class invite


Watch episode 481 on YouTube and listen on all podcast apps


Links mentioned in this episode

  • Register for my free class: https://sidehustlepro.lpages.co/your-first-1000-downloads/


Announcements

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


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


Social Media

Side Hustle Pro – @sidehustlepro

#SideHustlePro



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

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3 months ago
24 minutes 41 seconds

Side Hustle Pro
480: My Life Was Running Me Until I Took This Step

In this solo Expansion Era episode, I’m opening up about a turning point in my journey: when I realized my life was running me, not the other way around. I share the step I took to shift that dynamic and the five powerful lessons that continue to guide me today. From building discipline like a muscle, to falling in love with the process, to tracking effort over outcomes, these lessons are helping me reclaim balance, confidence, and control. I’m still in the process myself, but I know these insights can help you start running your life, too.


In this episode I share:

  • Why focusing on the muscle you’re building matters more than the result
  • How to fall in love with the process and romanticize the mundane
  • The importance of tracking the process, not just the outcomes
  • How to recognize and adjust for your shortcomings
  • Why letting go of rigid expectations opens the door to more wins


Highlights include:

  • 00:00 Intro
  • 02:26 Lesson 1: Focus on the muscle, not the results
  • 07:12 Lesson 2: Fall in love with the process
  • 11:24 Lesson 3: Track the process, not the result
  • 16:05 Lesson 4: Adjust for your shortcomings
  • 21:16 Lesson 5: Let go of expectations & celebrate small wins
  • 25:32 Closing thoughts + invitation to my live class


Links mentioned on this episode

Register for my free class: https://sidehustlepro.lpages.co/your-first-1000-downloads/

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


Announcements

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


Social Media Info

Side Hustle Pro – @sidehustlepro

#SideHustlePro


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

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3 months ago
25 minutes 11 seconds

Side Hustle Pro
479: When Business Gets Hard, Do This (Don’t Quit)

This week, I’m back in the Expansion Era to go deeper into how to slow down without quitting, especially when business (or life) feels heavy. I’m sharing my own experiences navigating tough seasons in entrepreneurship, what it means to identify and pull your levers, and how I stabilize myself before getting back into action. From sponsorship slowdowns to shifting income streams, I walk you through the real strategies I use to find balance and keep moving forward.


In this episode, I share:

  • Why slowing down is not failure and how to recognize the season you’re in
  • What it means to identify and pull your three key levers for income
  • How I use AI tools to simplify the job search when needed
  • The importance of pausing before making big decisions
  • Why your revenue is flexible, but your identity is not


Highlights Include:

  • 00:00 Intro
  • 02:00 When business slows down and how to stabilize
  • 05:00 Understanding and defining your three levers
  • 08:00 Tabitha Brown’s advice on getting a job as a lever
  • 12:00 How AI can help tailor resumes and applications
  • 15:00 Deciding which lever to pull each week
  • 17:00 Why revenue is flexible but your identity isn’t
  • 20:00 Closing encouragement: You are not alone


Links Mentioned in this Episode

  • LinkedIn Job Board
  • Etsy Resume Templates
  • ChatGPT by OpenAI


Guest/Host Social Media Info

  • Side Hustle Pro – @sidehustlepro
  • #SideHustlePro



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

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3 months ago
20 minutes 39 seconds

Side Hustle Pro
478: Why I Lost My Mojo

This week in the guest chair is… me! I’m kicking off a new season with a solo episode to share what I’m calling my Expansion Era.

In this deeply personal and vulnerable episode, I open up about how I lost my mojo, what I’ve been navigating as a mom and entrepreneur, and the steps I’m taking to rebuild my confidence, health, and business.


In this episode I share:

  • The reality of postpartum depression, business setbacks, and navigating motherhood while running a business
  • How I’m redefining success and detaching my worth from income
  • The investments I made in fitness coaching, business coaching, and therapy to get back on track
  • Why consistency and community matter more than ever in this season
  • The shifts I’ve made in 2025 to prioritize my health, creativity, and confidence


Highlights Include:

00:00 Intro

03:00 Why I’m calling this the Expansion Era

10:00 Navigating motherhood and identity shifts

20:00 Business setbacks and financial uncertainty

30:00 Hiring a fitness coach and rebuilding my health

40:00 Getting back into business coaching and regaining confidence

55:00 Returning to therapy and releasing shame

1:05:00 Lessons for anyone in a season of rebuilding


Links Mentioned in This Episode

  • Side Hustle Pro Free Podcast Training: https://sidehustlepro.lpages.co/class
  • Anna J. Fitt (Fitness Coach) – IG:@anna_jaefit
  • Claire (Business Coach): https://clairepells.com/waitlist
  • Alfred Street Baptist Church sermon: Go to 1:26:00 mark https://www.youtube.com/live/x03m53y2qnI?si=uAQoNLOOtWyVABEs


Guest Social Media Info

Side Hustle Pro – @sidehustlepro

#SideHustlePro



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

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3 months ago
39 minutes 44 seconds

Side Hustle Pro
477: How Codie Elaine Oliver Brought Black Love To The Big Screen

This week I sat down with Codie Elaine Oliver, the CEO and Co-founder of Black Love, Inc. The 100% Black owned media company, founded by Codie Elaine Oliver and husband Tommy Oliver, is a hub for Black couples and singles to have transparent conversations around relationships, parenthood, dating, and more through their app, podcast network, documentaries, and live events. We get the inside scoop on how Codie built her show from the ground up and grew into a multimedia empire. 


In this episode she shares: 

  • How she and her husband Tommy Oliver self funded Black Love, Inc.
  • The strategic moves she made to pitch Black Love to a network while maintaining ownership
  • The systems she has in place to manage a thriving career while being a mom of three

Check out this episode and others on Apple Podcasts, Spotify, and YouTube 


Links mentioned in this episode

  • Black Love Website: https://blacklove.com/
  • Own Network: https://www.oprah.com/app/own-tv.html
  • Black Love-The Interviews Podcast: https://podcasts.apple.com/us/podcast/black-love-the-interviews/id1552488882
  • Black Love Podcast Network: https://podcasts.apple.com/us/channel/black-love-network/id6442514914

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

Codie’s Instagram: https://www.instagram.com/codieco/

Black Love Instagram: https://www.instagram.com/blacklove/


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

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4 months ago
47 minutes 2 seconds

Side Hustle Pro
476: How Germanee G Went From GAP Inc. to Celebrity Stylist REWIND

This week in the guest chair we have Germanee Gerald, founder of GG&Co Styling Firm, a brand and image styling company. Getting her start in the fashion corporate world, Germanee realized she thrived in offering her talents as a personal stylist and started side hustling. 


In this episode she shares:

  • How she went from living with family and driving DoorDash to make end’s meet to hiring a team for her styling firm
  • How to leverage opportunities like internships and a personal brand for business growth
  • How diversifying her services, hiring a team, and seasonal planning led to scaling her business 


Highlights include:

  • 00:00 Introduction
  • 4:08 From biochem to fashion
  • 6:22 The world of corporate fashion 
  • 11:35 Transitioning into personal styling
  • 17:49 Strategizing finances to go full time 
  • 22:36 Nomad life and gigs to meet ends meet
  • 29:14 Working with a celebrity stylist
  • 36:58 Launching GG Styling Firm
  • 39:53 Maximizing cash flow
  • 42:34 Tips for entrepreneurs


Check out episode 476 of Side Hustle Pro podcast out now on Apple Podcasts, Spotify, and YouTube


Links mentioned in this episode

  • Germanee’s Website: https://germaneeg.com/gg-co/ 
  • Germanee’s Instagram: https://www.instagram.com/germanee_g 
  • Germanee’s LinkedIn: https://www.linkedin.com/company/ggandco/ 
  • LinkedIn Premium: https://premium.linkedin.com/ 
  • Apuje Kalu: https://www.instagram.com/apuje/ 


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

  • Germanee’s Instagram: https://www.instagram.com/germanee_g 
  • Germanee’s LinkedIn: https://www.linkedin.com/company/ggandco/ 

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

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4 months ago
47 minutes 46 seconds

Side Hustle Pro
475: Why Your Podcast Isn't Making Money (and How to Fix It)

This week I’m back with a solo episode where I’m giving you the tools to make money with your podcast. When I became a full-time podcaster in 2017, I focused on my revenue streams like brand partnerships, sponsorships, courses, and VIP programs, leading to having over 10 million episode downloads to date. I’m here to help you get your podcast to that same level. 


In this episode I’m sharing:

  • Effective Marketing: How you’re going to optimize content planning and to get people to consistently see what you are offering 
  • Thinking Outside the Box: Exploring non-traditional sponsorships and multi-channel packages like retreats to generate revenue beyond just downloads
  • Creating Value: How to produce content and services that your audience genuinely wants to pay for


Highlights Include:

  • 02:49 The Importance of Podcast Setup
  • 05:15 Narrowing Down Your Podcast Topics
  • 09:50 Understanding and Serving Your Audience
  • 14:33 Creating a Content Plan
  • 16:39 Effective Marketing Strategies
  • 19:00 Consistent Marketing Practices
  • 21:24 Thinking Outside the Box for Sponsorships
  • 25:54 Creating Content People Want to Pay For
  • 28:17 Recap and Action Steps


Check out episode 475 of Side Hustle Pro podcast out now on Apple Podcasts, Spotify, and YouTube


Links mentioned in this episode

  • Riverside (Use code ‘hustlepro’): https://riverside.fm/ 
  • Podcast Moguls: http://sidehustlepro.co/join  
  • Lori Tharps SHP episode: https://www.youtube.com/watch?v=E3EsWprSGu4 
  • Launching Podcast Moguls 2.0: https://www.youtube.com/watch?v=3d-wkYAcsLo&t=1s 
  • Free newsletter: http://sidehustlepro.co/newsletter 
  • You Are a Badass by Jen Sincero: https://jensincero.com/ 

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

Side Hustle Pro – @sidehustlepro

#SideHustlePro


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

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4 months ago
31 minutes 25 seconds

Side Hustle Pro
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.