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by Nicaila Matthews Okome | Side Hustle Pro Media
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!
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Extra income does not have to mean a whole new life. In this solo episode, I walk through five side hustles people are doing right now, each one simple enough that you can picture the customer, the work, and why someone would pay for it.We cover flipping items from Facebook Marketplace and offering pickup or delivery, online resale on sites like Poshmark, a resale concierge service for people who want their things sold without the hassle, junk and donation hauling, and setting up one AI workflow for one type of small business. I also share where I have paid for similar services myself, including an after-hours AI assistant at my dentist's office.To close, I break down how to choose the idea that fits your time, money, storage, and transportation, how to find your first customers, and the four-step plan I would follow in the first month.Main TakeawaysPick categories you already know when flipping, and check that the margin covers your time and transport.Selling on someone else's behalf requires permission, platform rules, and a clear agreement on the split.Hauling needs a plan for items donation centers will not accept, plus the right vehicle and insurance.For AI services, master one workflow for one business type before offering anything broader.Highlights Include[00:03] Why these ideas are built for extra income, not a new life[01:54] Idea 1: Flipping Facebook Marketplace finds[04:13] Why a $20 item is not automatically a deal[06:44] Adding a Marketplace pickup and delivery service[07:31] Idea 2: Online resale on Poshmark and similar sites[09:53] Idea 3: Positioning a resale concierge service and building a site with Lovable[13:26] Idea 4: Junk and donation hauling[15:32] What to do when a donation center says no[16:15] Idea 5: Setting up one AI workflow for one small business[18:29] What I learned from my dentist's after-hours AI assistant[23:09] How to choose the idea that fits your time, money, and space[24:59] Finding customers and the first-month planLinks Mentioned in This EpisodeLovable: https://lovable.devWatch & ListenSpotify: https://open.spotify.com/show/13qDj08lBR4ymzGhXIKy8tApple Podcasts: https://podcasts.apple.com/us/podcast/side-hustle-pro/id1126021323 Hosted on Acast. See acast.com/privacy for more information.
People told you they would be the first to sign up. Then you launched, and they were nowhere to be found. In this solo episode, I break down why interest and buying are two different decisions, and what an underperforming launch can and can't tell you.I walk through the four signals to separate: what people praise, what they ask for, what they spend time with, and what they pay for. I also cover how to ask about past behavior instead of hypotheticals, how to figure out who actually saw your offer, and the five places a sale can break down: the audience, the problem, the offer, trust, and the invitation.Then I share what I do after a launch that misses my expectations, from talking to buyers and non-buyers to the webinar time test I'm running right now. I close with five questions to answer about the offer you've been sitting on so you can run your next small test.Main TakeawaysPraise, requests, attention, and payment each answer a different question about your offer.Ask people about the last time they dealt with the problem, not whether they would buy.Measure who actually saw the offer before deciding nobody wants it.Change one or two things per launch so you know what made the difference.Highlights Include[00:00] When people say they'd buy it, then disappear at launch[02:20] Why your audience isn't necessarily lying to you[04:47] You and your customer are picturing two different offers[05:30] The four signals: praise, requests, attention, and payment[09:33] The meal planning example: asking about real experiences[11:54] What "I can't afford it" really means, and painkillers vs. vitamins[14:08] Start with the people who actually saw the offer[18:22] The five places a sale can break down[25:32] Did you actually ask people to buy?[30:33] Why a small paid pilot can teach you more than a big launch[34:00] What I do after a launch that misses my expectations[38:47] My webinar time test and changing one variable at a time[41:08] Setting a budget and a stopping point for your experiments[45:15] How my Instagram challenge became the Master the Gram courseWatch & ListenSpotify: https://open.spotify.com/show/13qDj08lBR4ymzGhXIKy8tApple Podcasts: https://podcasts.apple.com/us/podcast/side-hustle-pro/id1126021323 Hosted on Acast. See acast.com/privacy for more information.
You don't need a huge following or constant access to your private life to build a profitable business. You need to be known for solving a specific problem. In this solo episode, I break down the difference between influence and authority, and between visibility and exposure. I share the questions I ask clients before we talk about anything they don't want to do, starting with what they actually want to be known for. I walk through the three layers of sharing, how I decide what stays private, including how I've approached sharing my journey as an autism mom, and a simple boundary exercise you can use before you post. Then I cover four ways to build authority without becoming a lifestyle influencer: the teacher, the curator, the practitioner, and the connector. We close with how to pick one discovery channel and one owned channel, what consistency really looks like, and how to connect your content to a paid offer you can test.Highlights Include[00:00] Why a profitable brand doesn't require a huge following[01:40] The difference between an influencer and a business owner[02:20] Why my business keeps earning when I step away from Instagram[05:55] Being famous vs. being findable[08:15] The first question to answer: what do you actually want to be known for?[13:15] Visibility vs. exposure, and how I handle sharing my autism mom journey[18:00] The three layers of sharing: expertise, experience, and personal access[22:10] A boundary exercise and the question "What will this yield?"[26:15] The four ways to build authority: teacher, curator, practitioner, and connector[36:00] Discovery channels vs. owned channels, and why social media is rented attention[41:05] The three jobs every piece of business content should do[44:30] Why you should launch before you feel ready, even if you launch to crickets[49:30] Five questions to answer this weekLinks Mentioned in This EpisodePodcast Moguls coaching program: https://sidehustlepro.co/podcastmoguls Hosted on Acast. See acast.com/privacy for more information.
In this solo episode, I break down why so many people are starting shows right now, drawing on 10 years of running Side Hustle Pro, which I launched in 2016 and have grown past 10 million downloads.I walk through three things a podcast can be: a networking tool, a bridge from where you've been to where you want to go, and a launch pad. I share how I grew the show with a small paid promotion budget, landed my first $4,000 sponsorship while working full time at NPR, and was found by producers from the Today Show and TEDx without pitching.I also cover how I started Side Hustle Pro after graduating from business school without a job, how Ryan Clark used his podcast The Pivot to move into his next chapter, and how to give people a clear reason to listen so your show can grow and earn.Main TakeawaysA podcast is a networking tool that opens doors a cold coffee request would not.Your show can be a bridge to the field you want next, even before you know what it is.Specificity grows a show; "life and everything in between" gives no one a reason to listen.Start before you need it: a podcast can work as your work insurance plan.Highlights Include[00:00] What Michelle Obama, Jalen Brunson, LeBron James, and I have in common[02:03] Why podcasting is the most powerful networking tool[04:40] Podcasting from home as an introvert[06:55] Podcasting as a bridge to where you want to go[12:05] How I grew Side Hustle Pro with $5 to $10 per post in paid promotion[15:00] Landing my first $4,000 sponsorship[18:50] Using your podcast as a pivot tool[22:50] How Side Hustle Pro started after business school[26:30] How the show led to the Today Show and TEDx[27:25] Ryan Clark, The Pivot, and your work insurance plan[29:45] Why "life and everything in between" won't grow your showLinks Mentioned in This EpisodePodcast Moguls: https://sidehustlepro.co/podcastmogulsWatch & ListenSpotify: https://open.spotify.com/show/13qDj08lBR4ymzGhXIKy8tApple Podcasts: https://podcasts.apple.com/us/podcast/side-hustle-pro/id1126021323AnnouncementsPodcast Moguls, my coaching program for podcasters, is open. If you want to start your own podcast or grow your current one, I'll coach you on making your show more visible, more marketable, and an actual business. Join at sidehustlepro.co/podcastmoguls. Hosted on Acast. See acast.com/privacy for more information.
I kept putting off this solo episode because I did not want to get camera-ready. So I took the camera out of the picture. This audio-only life update is about the changes that helped me feel like myself again, a year after sharing that I was burned out.I share how I started building my business around my life as a mother, why I am focused on Podcast Moguls and SHIFT, and what I learned from launching the first group cohort of SHIFT this summer.I also talk about returning to therapy, the impact of postpartum on my mental health, and making room to rest. Next up: building systems that require less of my energy and asking what I can take out of the picture when I feel stuck.Main TakeawaysDesign your business around your life instead of designing your life around your business.Identify the part of a process that is keeping you stuck, and ask whether you can remove it.Focus on the offers that fit your life, and build systems that reduce unnecessary work.Protecting rest and getting professional support can change how you work and how you feel.Highlights IncludeWhy this episode is audio only and what I removed from the pictureWhere I was last year compared to where I am nowBuilding my business around motherhood, with most of my work on Tuesdays and ThursdaysDeciding what belongs in the business after a year of experimentingRecommitting to Podcast Moguls and keeping it currentLaunching the first group cohort of SHIFT in JulyWhy Podcast Moguls and SHIFT feel aligned with this seasonThe next chapter: systems, systems, systemsChanging my relationship with business and my sense of worthTherapy, postpartum, and getting support for my mental healthThe year I centered myself and redefining wealthAdditional Links: FREE CLASS: Start the Podcast that Builds Your Exit Plan: https://sidehustlepro.lpages.co/your-first-1000-downloadsJoin Podcast Moguls: https://sidehustlepro.co/podcastmogulsApply for the SHIFT Coaching Waitlist: https://sidehustlepro.co/shiftSTART Your Next Chapter: A Woman's Guide to Taking the Leap with AI by Nadeen Matthews Blair: https://amzn.to/4z2AZs8Watch & ListenSpotify: https://open.spotify.com/show/13qDj08lBR4ymzGhXIKy8tApple Podcasts: https://podcasts.apple.com/us/podcast/side-hustle-pro/id1126021323 Hosted on Acast. See acast.com/privacy for more information.
One of the biggest misconceptions I see when it comes to making money is the belief that you need to start from scratch. A new certification, a brand new idea, or a completely different skill set. But the truth is, most of us already have everything we need. The real problem is not a lack of knowledge, it is not knowing how to package and position what we already know.In this episode, I break down five simple and practical ways to turn your existing skills, experiences, and knowledge into income. Whether you are in between roles, exploring a side hustle, or just trying to make extra money right now, this episode is your reminder that there is value in what you already bring to the table.I also walk through a key mindset shift. You do not need to be the top expert. You just need to be a few steps ahead of the person you are helping. People are not just paying for information. They are paying for clarity, speed, guidance, and confidence. And that is where your opportunity lies.Main TakeawaysYou do not need new skills or certifications to start making moneyThere are five core ways to monetize what you already knowPeople pay for clarity, speed, and guidance, not just expertiseStart with one path and keep it simple instead of trying everythingHighlights Include00:00 – The biggest misconception about making money01:30 – Why you already have valuable, monetizable knowledge02:00 – The 5 ways to make money with what you know03:00 – The mindset shift you need before starting04:00 – Service and coaching as the fastest path to income06:00 – Done-for-you services and why people pay for convenience08:00 – Creating simple digital products that sell10:30 – Workshops and why people pay for real-time learning13:00 – Why reminders are key when selling anything15:00 – Using content to create opportunities and income18:00 – How to use AI without losing your voice21:00 – Why you should pick ONE path and start nowWatch & 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 from your 9-to-5, sign up for 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.
This week in the guest chair, Symone’ Austin shares her powerful journey from being laid off to building a thriving YouTube platform.After recording and posting her layoff conversation, her video went viral and became the turning point in her entrepreneurial journey. In this episode, she breaks down how she built multiple income streams through YouTube ad revenue, brand partnerships, digital products, virtual assistant work, and strategic financial decisions like bringing on a roommate.If you’ve been navigating uncertainty, considering content creation, or wondering how to turn a setback into leverage, this episode will show you how.Highlights Include00:00 – Recording the layoff conversation that changed everything04:30 – Growing from 10K to 60K+ subscribers in one year08:20 – Making $5,900 in one month from YouTube ad revenue13:00 – Cutting expenses and surviving without touching savings18:10 – Turning skills into income: photography, digital products, VA work24:00 – Why personal finance has one of the highest CPMs on YouTube29:00 – Replacing a corporate salary through content creation35:00 – The reality of working 7 days a week as a full-time creator38:00 – Getting a roommate as a financial reset strategy43:00 – Navigating job offers after deciding to go all-inLinks Mentioned in This EpisodeWatch Symone’s YouTube video “I Got Laid Off From My 6 Figure Tech Job”Podcast Moguls: Start the Podcast That Builds Your Exit PlanRead Successful Failure by KevOnStageWatch & 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 Plan. Save your seat here.Social MediaYouTube: Life and Numbers: https://www.youtube.com/lifeandnumbersInstagram: @lifeandnumbers: http://instagram.com/lifeandnumbersSide Hustle Pro – @sidehustlepro#SideHustlePro Hosted on Acast. See acast.com/privacy for more information.
In this episode, I sat down with Jannese Torres, host of the Yo Quiero Dinero podcast, to talk about her path from a corporate career in pharmaceuticals and consumer manufacturing to building a multi-business income model. Jannese shares how getting laid off became the catalyst for testing entrepreneurship, and how a food blog called Delish Delights became her first profitable side hustle.We talk about how she used blog income to pay off her student loans, why she launched Yo Quiero Dinero in 2019 to fill a gap in the personal finance space for Latinas, and how the podcast became the engine behind her book, speaking engagements, and brand partnerships. Jannese also breaks down the team and systems running her business, from her podcast team to her online business manager and talent agent.We close with how she structures her revenue between bills offers and fun money offers, why niching down grew her brand deals from one hundred twenty five dollars to over fifty thousand dollars, and her advice for women considering leaving corporate to build something of their own.Main TakeawaysBuild multiple income systems rather than one offer, so no single platform or algorithm controls your revenue.Niche down to a hyper specific audience so brands can immediately understand your value and pay more for it.Outsource early: a podcast team, an online business manager, and a talent agent free up time to build.Split offers into bills offers that cover fixed costs and fun money offers that fund experimentation.Highlights Include01:07 - Jannese on being the first in her family to graduate college and her career in pharmaceuticals and medical devices04:10 - Getting laid off as the catalyst for testing entrepreneurship08:32 - Building the Delish Delights food blog and treating it like a non negotiable commitment09:52 - Learning SEO and brand partnerships through a food blogging course11:33 - Using blog income to become debt free in February 202016:32 - Why owning your platform matters more than building on Substack17:32 - Transitioning from blogging to launching Yo Quiero Dinero in 201919:42 - Addressing why the podcast centers the Latina community26:01 - How the podcast became the engine of her business36:51 - The team behind the business: a podcast team, an online business manager, and a talent agent40:20 - Growing brand deals from one hundred twenty five dollars to over fifty thousand dollars48:07 - Managing cash flow with bills offers and fun money offersLinks Mentioned in This Episodehttps://yoquierodineropodcast.comSocial MediaInstagram: @yoquierodineropodcast Hosted on Acast. See acast.com/privacy for more information.
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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!
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