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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509: Opening Up About My Journey as an Autism Mom
<p>This episode is one of the most personal and vulnerable conversations I’ve ever shared. I’m opening up about my journey as an autism mom, from the early days of pregnancy and motherhood during the pandemic to navigating the realities of developmental delays, diagnoses, and advocacy. </p><br><p>What started as subtle concerns about speech delays turned into a life-changing journey through early intervention, therapy, and eventually receiving an official autism diagnosis for my son. Along the way, I’ve had to learn how to advocate fiercely, navigate complex systems, and redefine what motherhood looks like for me and...
508: The Tax Mistakes Side Hustlers Make That Cost Them Thousands (And How to Avoid Them)
<p>If you’re a side hustler or solopreneur, taxes can go from simple to overwhelming real fast and the truth is, many entrepreneurs are quietly losing thousands of dollars just by not knowing what they don’t know. </p><br><p>In this episode, I sat down with CPA and TurboTax Expert Lisa Greene-Lewis to break down the most common tax mistakes side hustlers make, from choosing the wrong business structure too early to missing out on key deductions and failing to stay organized throughout the year. We also unpack what actually makes taxes more complex as your business grows...
507: The Hidden Cost of Waiting Until You're Ready
<p>If you’ve been waiting for the perfect moment to finally start that thing you said you’d do this year, this episode is your wake-up call. Because the truth is, that moment isn’t coming.</p><br><p>This week, I’m pulling back the curtain on a very real, very messy week in my life and sharing why I decided to hit record anyway. From sick kids to mental clutter to a house that is far from organized, I had every reason to wait. But instead, I leaned into a powerful reminder: progress doesn’t require perfection.</p><br><p>I...
506: 5 Simple Ways to Get Paid for What You Already Know
<p>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.</p><br><p>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...
505: From YouTube Exec to Full-Time Creator: How Chanel Tyler Turned Content Creation Into 5-Figure Passive Income
<p>This week in the guest chair is Chanel Tyler, a strategist, creator, and self-described “contentpreneur” who has worked across investment banking, luxury marketing, and YouTube before stepping fully into entrepreneurship.</p><br><p>Chanel built her reputation online by sharing trusted product recommendations and insights from her background in beauty marketing. But after years of consulting with a creator commerce platform that generated over 80% of her income, everything changed when the company suddenly shut down.</p><br><p>In this episode, Chanel opens up about what it really looks like to rebuild after losing the majority of your income over...
504: How to Go From Side Hustle to $1 Million | My Coaching Session with Dielle Charon
<p>This week in the guest chair is sales and business coach Dielle Charon, founder of For the 23%, where she helps women of color build profitable businesses and grow their income through coaching and entrepreneurship.</p><br><p>Dielle shares how she went from earning $2,500 a month as a social worker with six-figure student loan debt to building a multi-seven-figure coaching business. Along the way, she explains why traditional jobs often undervalue your skills, how to identify the expertise you can monetize, and why the coaching industry continues to grow despite criticism.</p><br><p>In this conversation, we also...
503: She Got Laid Off…Then Built a YouTube Income to Pay Her Bills
<p>This week in the guest chair, Symone' Austin shares her powerful journey from being laid off to building a thriving YouTube platform.</p><br><p>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.</p><br><p>If you’ve been navigating uncertainty, considering content creation, or wondering how to turn a setback into leverage, this ep...
502: My 12-Week Reset: Health, Money & Business
<p>This week on Side Hustle Pro, I’m sharing how I’m structuring my year through 12-week sprints, focusing on my health, my money, and elevating my Podcast Moguls program. </p><p>I open up about navigating motherhood, sleep deprivation, and mindset work while still executing on big goals. Most importantly, I reflect on how my podcast has been the one constant through every season becoming my bridge out of corporate and my foundation for long-term leverage.</p><p><br></p><h2>Highlights Include</h2><p>00:00: Why I use 12-week sprints</p><p>02:15: Rebuilding my health after six years</p><p>0...
501: Laid Off: Now What? 5 Ways to Generate Income While You’re Unemployed
<p>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!</p><h2><br></h2><h2>Highlights Include</h2><p>00:00 – If you’ve been laid off, you are not alone</p><p>02:30 – Why invisibility is the real danger during unemployment</p><p>04:05 – Using content creation as a visibility tool</p><p>07:20 – Turning alumni and professional networks into income</p><p>09:10 – Short-term projects using skills you already have</p>...
500: I've Recorded 500 Podcast Episodes: Here's What I've Learned
<p>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.</p><br><p>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.</p><br><p>If you’re thinki...
