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Side Hustle Pro

Nicaila Matthews Okome | Side Hustle Pro Media
Side Hustle Pro
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  • 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 entrepreneurshipWhy early consulting and workshop opportunities found her before she officially launchedHow AI tools like Perplexity, Gamma, Looka, and Namelix helped her build her brand, website, and business foundation fastWhy AI is the most powerful leverage tool for side hustlers in 2025How redefining success around flexibility, family, and purpose shaped her new chapterWhat she’s teaching thousands of people in her beginner-friendly AI webinarsIf 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 episodeCrescent Advisory Group: http://crescentadvisorygroup.comChatGPTPerplexityNameLixGammaLovableMIT AI CoursesAlicia Little’s AI Innovation ProgramGuest Social Media InfoSide 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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  • 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 boundariesThe realities of pivoting after successHow she’s creating new pathways for community-minded entrepreneursHighlights Include00:00 Intro03:10 Launching Kido and building community through culture08:45 Getting national recognition (including Barack Obama’s shout-out)13:20 The moment she knew it was time to close her storefront17:15 Navigating shifting customer habits post-pandemic22:40 Starting over as a strategist and redefining success27:00 Creating Circulate and supporting small businesses33:15 Lessons on resilience, rest, and rediscovering your "why"40:00 Advice for entrepreneurs in transitionWatch episode 488 on YouTube and listen on all podcast appsLinks mentioned in this episodeKeewa Nurullah Instagram:@kiwimercuryKeewa’s website: https://www.keewanurullah.com/Side Hustle Pro: https://sidehustlepro.coClick here to subscribe via RSS feed (non-iTunes feed): http://sidehustlepro.libsyn.com/rssAnnouncementsJoin our Facebook CommunityIf 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/facebookGuest Social Media InfoInstagram: @kiwimercury Hosted on Acast. See acast.com/privacy for more information.
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  • 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 itHighlights include:00:00 Intro01:00 Battling imposter syndrome04:14 Breaking free from overthinking08:05 Confidence is key14:05 Master Instagram Challenge17:50 Building mental resilience 21:28 Actionable steps to a mindset changeCheck out episode 487 of Side Hustle Pro podcast out now on Apple Podcasts, Spotify, and YouTubeLinks mentioned in this episodeSide 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/rssAnnouncementsJoin our Facebook CommunityIf 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/facebookGuest Social Media InfoSide Hustle Pro – @sidehustlepro#SideHustlePro Hosted on Acast. See acast.com/privacy for more information.
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  • 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 wastersThe 3-Step Hustler’s Time Plan: how to maximize your timeHow to build a system and schedule that work for youHighlights include: 00:00 Intro01:45 Identify your biggest time traps06:42 Reclaim your time12:35 Power hour: get more done in less time16:15 Leverage your days off18:30 Protect your side hustle hours21:20 Choose a schedule that fits your life23:40 Final thoughts and recapCheck out episode 486 of Side Hustle Pro podcast out now on Apple Podcasts, Spotify, and YouTubeLinks mentioned in this episodeNicaila’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/rssAnnouncementsJoin our Facebook CommunityIf 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/facebookGuest Social Media InfoSide Hustle Pro – @sidehustlepro#SideHustlePro Hosted on Acast. See acast.com/privacy for more information.
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  • 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 strengthsDifferent service-based ideas you can launch todayHow to validate your offers quickly and start getting paid soonerHighlights include:00:00 Intro02:00 Three key steps05:30 Monetizable skills09:30 How to get paid sooner, not later15:00 Actionable homeworkCheck out episode 485 of Side Hustle Pro podcast out now on Apple Podcasts, Spotify, and YouTubeLinks mentioned in this episodePortia 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/rssAnnouncementsJoin our Facebook CommunityIf 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/facebookGuest Social Media InfoSide Hustle Pro – @sidehustlepro#SideHustlePro Hosted on Acast. See acast.com/privacy for more information.
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About 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.
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