
Side Hustle Pro
by Nicaila Matthews Okome | Side Hustle Pro Media
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On the show
From 11 epsHost
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Recent episodes
512: How Leah Collins Turned Financial Mistakes Into a TV Show, Multiple Income Streams, and a Purpose-Driven Career
May 1, 2026
43m 39s
511: Monica Cornitcher’s Journey From Personal Loss to Non-Alcoholic Cocktail Success
Apr 24, 2026
43m 42s
510: How I'm Rebuilding After A Hard Season (feat. Monique Shields)
Apr 17, 2026
49m 49s
509: Opening Up About My Journey as an Autism Mom
Apr 10, 2026
32m 02s
508: The Tax Mistakes Side Hustlers Make That Cost Them Thousands (And How to Avoid Them)
Apr 8, 2026
34m 11s
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| Date | Episode | Topics | Guests | Brands | Places | Keywords | Sponsor | Length | |
|---|---|---|---|---|---|---|---|---|---|
| 5/1/26 | ![]() 512: How Leah Collins Turned Financial Mistakes Into a TV Show, Multiple Income Streams, and a Purpose-Driven Career✨ | financial coachingpersonal finance+3 | Leah Collins | Maxxed Out | — | financial mistakesdebt+3 | — | 43m 39s | |
| 4/24/26 | ![]() 511: Monica Cornitcher’s Journey From Personal Loss to Non-Alcoholic Cocktail Success✨ | non-alcoholic beveragesentrepreneurship+4 | Monica Cornitcher | Medase CocktailsSide Hustle Pro | — | non-alcoholic cocktailsentrepreneurship+4 | — | 43m 42s | |
| 4/17/26 | ![]() 510: How I'm Rebuilding After A Hard Season (feat. Monique Shields)✨ | rebuilding after hardshipsurvival mode+4 | Monique Shields | — | — | high-achieving womenlife challenges+3 | — | 49m 49s | |
| 4/10/26 | ![]() 509: Opening Up About My Journey as an Autism Mom✨ | autismmotherhood+5 | — | — | — | autism diagnosisspeech delays+5 | — | 32m 02s | |
| 4/8/26 | ![]() 508: The Tax Mistakes Side Hustlers Make That Cost Them Thousands (And How to Avoid Them)✨ | tax mistakesside hustlers+4 | Lisa Greene-Lewis | TurboTaxCPA | — | tax mistakesside hustlers+5 | — | 34m 11s | |
| 3/27/26 | ![]() 507: The Hidden Cost of Waiting Until You're Ready✨ | mindset shiftstaking action+3 | — | — | — | starting messywaiting for the perfect time+3 | — | 28m 46s | |
| 3/20/26 | ![]() 506: 5 Simple Ways to Get Paid for What You Already Know✨ | monetizing skillsside hustles+3 | — | — | — | making moneyexisting skills+3 | — | 23m 58s | |
| 3/13/26 | ![]() 505: From YouTube Exec to Full-Time Creator: How Chanel Tyler Turned Content Creation Into 5-Figure Passive Income✨ | content creationpassive income+3 | Chanel Tyler | YouTubecreator commerce platform+1 | — | contentpreneurcreator business+3 | — | 1h 09m 20s | |
| 3/6/26 | ![]() 504: How to Go From Side Hustle to $1 Million | My Coaching Session with Dielle Charon✨ | coachingentrepreneurship+3 | Dielle Charon | For the 23% | — | side hustlecoaching business+3 | — | 1h 06m 43s | |
| 2/27/26 | ![]() 503: She Got Laid Off…Then Built a YouTube Income to Pay Her Bills✨ | YouTube incomeentrepreneurial journey+4 | Symone' Austin | Life and Numbers YouTube ChannelSuccessful Failure+1 | — | YouTube ad revenuebrand partnerships+4 | — | 56m 35s | |
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| 2/21/26 | ![]() 502: My 12-Week Reset: Health, Money & Business✨ | healthmoney+4 | — | Podcast Moguls | — | 12-week sprintshealth+4 | — | 30m 57s | |
| 2/13/26 | ![]() 501: Laid Off: Now What? 5 Ways to Generate Income While You’re Unemployed | 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 grounded, actionable steps to move forward and even some side hustle ideas!Highlights Include00:00 – If you’ve been laid off, you are not alone02:30 – Why invisibility is the real danger during unemployment04:05 – Using content creation as a visibility tool07:20 – Turning alumni and professional networks into income09:10 – Short-term projects using skills you already have13:10 – Becoming a LifeOps consultant16:50 – Short-term rental support as seasonal leverage19:30 – Creating a premium career support retreat experience21:40 – Why you should always keep side hustling23:30 – How my unemployment season planted the seed for Side Hustle ProLinks Mentioned in This EpisodePodcast Moguls: Start the Podcast That Builds Your Exit PlanWatch & ListenWatch this episode on YouTube and listen on all podcast platforms:Apple Podcasts: https://podcasts.apple.com/us/podcast/side-hustle-pro/id1126021323Spotify: https://open.spotify.com/show/13qDj08lBR4ymzGhXIKy8tYouTube: https://www.youtube.com/sidehustleproAnnouncementsIf you’re ready to build a podcast that becomes your exit plan, attend my next live class: Start the Podcast That Builds Your Exit PlanSave your seat here.Social MediaSide Hustle Pro – @sidehustlepro#SideHustlePro Hosted on Acast. See acast.com/privacy for more information. | — | ||||||
| 2/6/26 | ![]() 500: I've Recorded 500 Podcast Episodes: Here's What I've Learned | 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 consistency, networking, monetization, and why the podcast itself was never the end goal, the platform was. I also talk about what I wish I knew when I started, how podcasting helped me grow as a speaker and business owner, and why playing the long game has paid off in ways I never could have planned.If you’re thinking about starting a podcast, growing a side hustle, or building something meaningful over time, this episode is a reminder that you don’t have to rush, you just have to keep going.Highlights Include00:00 – Welcome to the 500th episode of Side Hustle Pro02:10 – Starting with what I had and recording from home04:30 – Why trying to predict the end can stop you from starting06:45 – Why the podcast was never the point, the platform was09:30 – How podcasting transformed my network12:50 – Keeping costs low and thinking like a business owner16:30 – The power of consistency and playing the long game18:45 – How podcasting improved my confidence as a speaker21:00 – Giving myself grace through different seasons of life24:45 – Final lessons I’d tell my earlier selfLinks Mentioned in This EpisodePodcast Moguls Group Coaching Program: https://sidehustlepro.co/podcastmogulsStart the Podcast That Builds Your Exit Plan: https://sidehustlepro.lpages.co/your-first-1000-downloads/Side Hustle Pro Website: https://sidehustlepro.co/Watch & ListenWatch this episode on YouTube and listen on all podcast platforms:Apple Podcasts: https://podcasts.apple.com/us/podcast/side-hustle-pro/id1126021323Spotify: https://open.spotify.com/show/13qDj08lBR4ymzGhXIKy8tYouTube: https://www.youtube.com/sidehustlepro Hosted on Acast. See acast.com/privacy for more information. | — | ||||||
| 1/29/26 | ![]() 499: How to Make Your First $1K Side Hustling | 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 shifts everything from theory to proof. I walk you through the exact decisions and actions that turn preparation into income without overbuilding, overthinking, or waiting until things feel perfect.If you’ve been stuck planning, tweaking, or doubting yourself, this episode will help you move forward with clarity, confidence, and momentum.In This Episode, I Share:Why the first $1,000 changes everything mentally and strategicallyHow to choose a simple offer you can confidently deliver right nowHow to identify who your offer is really for and why frustration mattersWhy clarity, consistency, and conversations matter more than perfectionHighlights Include:00:00 – Why you don’t need a million dollars to change your life — you need your first $1,00001:35 – How your mindset shifts after you make your first $1K and why proof matters more than theory02:31 – What actually counts as an offer and why your first one should be useful, not fancy03:52 – Why starting with what you’re already confident in is the fastest way to get paid05:16 – How to decide who your offer is really for and why specificity matters07:27 – The difference between a painkiller and a vitamin offer (and why frustration drives sales)08:55 – How to package your offer simply without a website, logo, or brand11:22 – Why offering your service is the most important step people delay12:48 – How confidence and customer focus directly impact whether you make your first $1K14:04 – Why you don’t need a massive audience — just real conversations and feedback15:37 – How to use feedback as information instead of taking it personally17:47 – Why overbuilding and “perfecting” keeps side hustlers stuck19:21 – Breaking down the math behind $1,000 so it feels achievable20:45 – Why fewer clients at a higher price can reduce burnout21:34 – Why most people earn their first $1K from conversations, not content22:19 – How I made my first $1,000 and what actually worked26:03 – When to start building your email list and why simple free resources convert better28:54 – How to use a 12-week sprint to stay focused on your first $1K29:38 – What to do when your first offer feels slow or doesn’t land immediately31:08 – What changes after you hit your first $1,000 — and the mistake to avoid next31:49 – Final action steps to start building your first $1K offerLinks Mentioned in This EpisodeSide Hustle Pro Website: https://sidehustlepro.co/Watch & ListenWatch this episode on YouTube and listen on all podcast platforms:Apple Podcasts: https://podcasts.apple.com/us/podcast/side-hustle-pro/id1126021323Spotify: https://open.spotify.com/show/13qDj08lBR4ymzGhXIKy8tYouTube: https://www.youtube.com/sidehustlepro Hosted on Acast. See acast.com/privacy for more information. | — | ||||||
| 1/22/26 | ![]() 498: How to Start a Side Hustle Without Quitting Your Job | In this solo episode, I’m breaking down how to start your side hustle without quitting your job or putting your paycheck at risk. I’m sharing what I’ve learned from building Side Hustle Pro from two very different places: one, when I was unemployed with plenty of time but no stability, and two, when I was working full-time at NPR with stability but limited time.What I’ve learned is this: there is no “perfect” situation for side hustling. What matters is how you build, not whether you quit your job first.I’m walking you through my five rules for side hustling the Side Hustle Pro way, plus a bonus rule to help you decide when you’re actually ready to leave your job on purpose, with a plan, and on your own terms.If you’ve been feeling the pull to build something but don’t want to move out of panic or pressure, this episode will help you build quietly, strategically, and stress-free.In This Episode, I Share:Why keeping your job can actually give you leverage and clarity as you buildThe mindset shift that turns your paycheck into startup capitalHow to choose a side hustle that fits your real life, energy, and capacityHow to decide in advance what “ready to leave” really looks like backed by numbers and a planHighlights Include00:00 Introduction to Side Hustling01:00 The Importance of Stability02:24 Five Rules for Side Hustle Success04:39 Rule 1: Keep Your Day Job06:26 Rule 2: Choose a Suitable Side Hustle08:53 Rule 3: Set Non-Negotiable Time Boundaries12:37 Rule 4: Build Basic First17:11 Rule 5: Protect Your Job While You Build20:48 Bonus Rule: Decide What 'Ready to Leave' Means24:01 Conclusion and Next StepsLinks Mentioned in This EpisodeSide Hustle Pro Website: https://sidehustlepro.co/Goal Getter Action Plan: https://side-hustle-pro.teachable.com/p/goal-getter-action-planWatch & ListenWatch this episode on YouTube and listen on all podcast platforms:Apple Podcasts: https://podcasts.apple.com/us/podcast/side-hustle-pro/id1126021323Spotify: https://open.spotify.com/show/13qDj08lBR4ymzGhXIKy8tYouTube: https://www.youtube.com/sidehustlepro Hosted on Acast. See acast.com/privacy for more information. | — | ||||||
| 1/15/26 | ![]() 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 moneyThe two rules I want you to follow before choosing a side hustle: don’t try everything at once, and focus on solving real problemsSeven proven, service-based side hustle ideas — from home operations and career pivots to podcast booking and fractional COO workHow to move from idea to action by getting your first client through simple, focused next stepsHighlights Include00:00 Why your side hustle should be treated as leverage, not a hobby02:10 The two rules to follow before choosing a side hustle04:30 How to stop collecting ideas and start building a real business06:30 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 switchers14:45 Side Hustle #3: Podcast guest booking agency for founders and experts18:50 Side Hustle #4: Compliance, privacy, and admin cleanup for small businesses22:30 Side Hustle #5: Elder care concierge for busy adult children26:30 Side Hustle #6: Micro-business events producer for pop-ups and workshops30:00 Side Hustle #7: Fractional COO and operations command center builder35:20 How to pick one side hustle and take action this week38:10 Simple next steps to land your first clientLinks Mentioned in This EpisodeSide Hustle Pro Website: https://sidehustlepro.co/Watch & ListenWatch this episode on YouTube and listen on all podcast platforms:Apple Podcasts: https://podcasts.apple.com/us/podcast/side-hustle-pro/id1126021323Spotify: https://open.spotify.com/show/13qDj08lBR4ymzGhXIKy8tYouTube: https://www.youtube.com/sidehustlepro Hosted on Acast. See acast.com/privacy for more information. | — | ||||||
| 1/9/26 | ![]() 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 momentumHow I choose just three goals per sprint with one clear focus per monthThe simple way I break monthly goals into realistic weekly tasks that actually get doneWhy daily five minute reviews and one weekly self accountability day keep my goals from driftingThe recalculation rule that helps me keep going when life gets messy without guilt or quittingHighlights Include00:00 Why annual goals do not work for busy side hustlers02:50 How 12 week sprints eliminate procrastination05:55 The rule of only three goals with one focus per month10:20 Why writing my goals down is non negotiable12:40 How I break goals into simple weekly tasks14:45 The recalculation rule that keeps me moving forward17:00 Choosing a weekly self accountability day21:00 Your 12 week sprint challengeLinks Mentioned in This EpisodeGoalgetter Action Plan: https://sidehustlepro.co/goalgetterSide Hustle Pro Website: https://sidehustlepro.co/Watch this episode on YouTube and listen on all podcast platforms:Apple Podcasts: https://podcasts.apple.com/us/podcast/side-hustle-pro/id1126021323Spotify: https://open.spotify.com/show/13qDj08lBR4ymzGhXIKy8tYouTube: https://www.youtube.com/sidehustlepro Hosted on Acast. See acast.com/privacy for more information. | — | ||||||
| 12/31/25 | ![]() 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 girlSteps to take to combat the fear and negative self-talk that often creep inWhat 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 Intro03:30 From corporate to entrepreneur 09:55 The importance of having a side hustle 11:45 Overcoming biases17:30 How to show up as a working mom22:00 Getting your mojo back 27:15 Overcoming the limitations of the patriarchy37:04 Tips to feed your soul41:15 Beating fear and imposter syndromeCheck out episode 495 of Side Hustle Pro podcast out now on Apple Podcasts, Spotify, and YouTubeLinks mentioned in this episodeBrittany’s Instagram: https://www.instagram.com/britthappenshq/ To Tell You The Truth Pod: https://www.instagram.com/totellyouthetruthpod/ Nicaila’s Instagram: https://www.instagram.com/sidehustlepro/ How To Make Money Podcasting Course: https://sidehustlepro.lpages.co/your-first-1000-downloads/ Management Leadership For Tomorrow: https://mlt.org/ Mel Robbins Podcast, Let Go of Negative Thoughts: https://www.melrobbins.com/podcasts/episode-198 Jen Sincero’s Book: https://jensincero.com/ Walk Through Fire: https://www.amazon.com/Walk-Through-Fire-Memoir-Triumph-ebook/dp/B0BXM51HXN Get Good With Money: https://getgoodwithmoney.com/ 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. | — | ||||||
| 12/24/25 | ![]() 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 businessHow content creation has helped her close real estate dealsHow she has stayed true to herself and blocked out opinions, jobs, and people who don’t align with her goalsAnd so much more!Highlights Include:00:00 Intro 03:14 Discovering identity13:00 Navigating real estate16:50 Polish Bar success23:08 Transferring skills from previous industries34:19 Navigating real estate and running a business40:48 Building confidence through successful selling50:00 Personal branding through authenticity 1:00:00 Power of partnership1:11:00 Tips for entrepreneurs Check out episode 494 of Side Hustle Pro podcast out now on Apple Podcasts, Spotify, and YouTubeLinks mentioned in this episodeTricia’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/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/facebook Hosted on Acast. See acast.com/privacy for more information. | — | ||||||
| 12/19/25 | ![]() 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 quickerMy favorite content creation tech and tools, and much more!Check out this episode and others on Apple Podcasts, Spotify, and YouTubeLinks mentioned in this episodeFree 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/3KaMiGNNicaila’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_P22F9MBGA63FZKWR7V1WClick 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 InfoSide Hustle Pro – @sidehustlepro#SideHustlePro Hosted on Acast. See acast.com/privacy for more information. | — | ||||||
| 12/11/25 | ![]() 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.comCONNECT WITH MEInstagram:https://www.instagram.com/sidehustleproPodcast: Side Hustle ProBusiness inquiries: hi@sidehustlepro.coCHAPTERS00:00 Realizing burnout01:20 When exhaustion becomes normal03:05 The power of rest04:40 Relearning prioritization06:30 Time boundaries and rebuilding my schedule09:30 Money, fear, and shrinking my confidence12:40 Self-care and putting myself back in the budget15:00 What rebuilding actually looks like17:00 Your next step Hosted on Acast. See acast.com/privacy for more information. | — | ||||||
| 12/4/25 | ![]() 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 9-5The side hustles former guests of Side Hustle Pro have had major success withWhy closing the gap between your ideas and actually starting is the key to your businessHighlights include:01:45 Cleaning services06:22 Faceless podcast07:57 Virtual assistant12:16 Social media marketing15:25 Short-form video editor 21:15 Podcast/YouTube channel manager22:30 AI integration specialist26:34 Corporate training and coaching29:40 Done-for-you service provider32:30 Why you should start nowCheck out episode 491 of Side Hustle Pro podcast out now on Apple Podcasts, Spotify, and YouTubeLinks mentioned in this episodeSchedule a clarity call with Nicaila: https://buy.stripe.com/5kQ8wQegpaMW8YR72ZgrS0bJhanilka’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/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. | — | ||||||
| 11/26/25 | ![]() 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 AmericaHow she and her sister built ISee Technologies into a 7-figure consulting firmWhy public speaking became a core revenue driver in her businessHow personal healing shaped her approach to leadership and entrepreneurshipHer framework for helping organizations and individuals thrive without burning outHighlights Include00:00: Intro02:10: Starting IC Technologies with her sister Camille04:30: Becoming a speaker and author and how speaking scaled her impact08:20: Building a disability-led, wellness-centered company12:00: How corporate strategy + personal healing became her business superpower16:15: The growth that came after walking away from the “known”20:45: Helping organizations cultivate inclusion and sustainable wellness26:30: Advice for anyone ready to pivot from corporate into purposeWatch this episode on YouTube and listen on all podcast appsApple Podcasts: https://podcasts.apple.com/us/podcast/side-hustle-pro/id1126021323Spotify: https://open.spotify.com/show/13qDj08lBR4ymzGhXIKy8t?si=8daf52a57e054042Links Mentioned in This EpisodeISee 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/rssGuest Social Media InfoLakila'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. | — | ||||||
| 11/19/25 | ![]() 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. | — | ||||||
| 11/12/25 | ![]() 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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