Side Hustle Pro

Nicaila Matthews Okome | Side Hustle Pro Media

  • 27 minutes 43 seconds
    497: 7 Side Hustles That Can Make Real Money

    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


    Watch & Listen

    Watch this episode on YouTube and listen on all podcast platforms:


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

    15 January 2026, 1:34 pm
  • 21 minutes 55 seconds
    496: The 12-Week Sprint Approach That Changed My Side Hustle Results

    In this solo episode, I’m sharing the exact 12 week sprint system that completely changed how I set and complete my goals.


    Instead of giving myself an entire year to “figure it out,” I learned that shrinking the timeline created clarity, urgency, and momentum. I walk you through how I choose my goals, break them down into manageable weekly actions, and build in a recalculation rule that allows for real life instead of an idealized version of it.

    If you have ever started the year motivated only to feel your goals quietly drift away by February, this episode gives you a simple and realistic framework you can start using right now.


    In This Episode, I Share:

    • Why yearly goal setting gives side hustlers too much room to procrastinate and how 12 week sprints create clarity and momentum
    • How I choose just three goals per sprint with one clear focus per month
    • The simple way I break monthly goals into realistic weekly tasks that actually get done
    • Why daily five minute reviews and one weekly self accountability day keep my goals from drifting
    • The recalculation rule that helps me keep going when life gets messy without guilt or quitting


    Highlights Include

    00:00 Why annual goals do not work for busy side hustlers

    02:50 How 12 week sprints eliminate procrastination

    05:55 The rule of only three goals with one focus per month

    10:20 Why writing my goals down is non negotiable

    12:40 How I break goals into simple weekly tasks

    14:45 The recalculation rule that keeps me moving forward

    17:00 Choosing a weekly self accountability day

    21:00 Your 12 week sprint challenge


    Links Mentioned in This Episode


    Watch this episode on YouTube and listen on all podcast platforms:


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

    9 January 2026, 6:38 pm
  • 51 minutes 24 seconds
    495: Breaking My Own Glass Ceiling

    This week we’re changing it up and I’m sitting in the guest chair. In this special “podcast swap” episode of Side Hustle Pro, I’m sharing an interview from the podcast To Tell You The Truth with host and Podcast Moguls student Brittany Sharpton. We dive into the concept of self-imposed barriers and how they can prevent entrepreneurs, especially Black women, from realizing their full potential. 


    In this episode I share:

    • My journey to reclaiming my power in spaces where Black women aren’t usually empowered- and why I’m constantly reminding myself that I’m that girl
    • Steps to take to combat the fear and negative self-talk that often creep in
    • What feeds my soul and the lessons I’m learning every day- even as a seasoned entrepreneur 
    • Insights from my Podcast Moguls course and how I’ve seen Brittany grow after being a student 


    Highlights Include:

    00:00 Intro

    03:30 From corporate to entrepreneur 

    09:55 The importance of having a side hustle 

    11:45 Overcoming biases

    17:30 How to show up as a working mom

    22:00 Getting your mojo back 

    27:15 Overcoming the limitations of the patriarchy

    37:04 Tips to feed your soul

    41:15 Beating fear and imposter syndrome


    Check out episode 495 of Side Hustle Pro podcast out now on Apple Podcasts, Spotify, and YouTube


    Links mentioned in this episode


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

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

    31 December 2025, 8:00 am
  • 1 hour 17 minutes
    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


    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.

    24 December 2025, 8:00 am
  • 22 minutes 23 seconds
    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

    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.

    19 December 2025, 4:36 pm
  • 17 minutes 22 seconds
    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: [email protected]


    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.

    11 December 2025, 8:52 pm
  • 34 minutes 50 seconds
    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


    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.

    4 December 2025, 8:24 pm
  • 54 minutes 33 seconds
    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


    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.

    26 November 2025, 8:00 am
  • 58 minutes 25 seconds
    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.

    19 November 2025, 8:00 am
  • 52 minutes 12 seconds
    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


    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.

    12 November 2025, 8:00 am
  • 27 minutes 27 seconds
    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

    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.

    5 November 2025, 8:00 am
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