Hillary Okello’s remarkable journey from clinical medicine to comedy is a story of persistence, creativity, and the pursuit of passion over predictability. In this episode, he opens up about how his stubborn childhood nature became a foundation for humor, why clinical work offered stability but not fulfillment, and how comedy quickly proved more rewarding, both emotionally and financially. He explains why the richest comedy often emerges from suffering, how rural Ugandan stories provide raw material that audiences connect with, and how he has structured his career to thrive through live shows, corporate events, headline performances, and social media partnerships. Beyond the laughter, Hillary reflects on financial discipline, his modest beginnings with limited resources, and his decision to secure his future through investments such as trust funds. This conversation captures not only the craft of comedy but also the deeper intersection of money, ambition, and legacy. If you enjoy stories that blend wit with wisdom, make sure to like, share, and subscribe as we continue building Africa’s most engaging conversations.

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Mwenda Thuranira, CEO of MySpace Properties and one of Kenya’s most passionate real estate developers, sits down with Barrack to share his remarkable journey in real estate and the future of urban development in the country. With over 20 years of experience, Mwenda reflects on his early beginnings, the challenges he faced in Mombasa’s real estate market, and how he identified marketing gaps that led him to establish MySpace Properties and launch the pioneering Mombasa Homes Expo. He discusses Kenya’s rapid urbanization, predicting that by 2050 a majority of the population will live in cities, and emphasizes the urgent need for proper infrastructure like water management, roads, sewage systems, and modern retail concepts to sustain that growth. Beyond real estate, Mwenda speaks openly about financial discipline, the elusive nature of capital, and the lessons he has learned about using credit wisely while bridging the gap between financial systems in Kenya and abroad. From modernizing kiosks to designing retail spaces in Karen, he shows how innovation and foresight shape vibrant communities. This episode is a deep dive into entrepreneurship, resilience, and the bold vision required to transform Kenya’s urban future.

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In this episode of Financially Incorrect, Moses Kemibaro opens up about his journey as a pioneer in Kenya’s digital space, from starting Dotsavvy in his bedroom to building it into a leading communications agency. He shares why investing in your personal brand is the true currency of entrepreneurship, how frugality and reinvestment kept his business alive for over 20 years, and why money is ultimately defined by value, not just numbers. Moses also dives into the shifting digital landscape, reflecting on the rise of blogging, the smartphone revolution, and now the TikTok era, while highlighting how AI tools are reshaping content creation and business strategy. This conversation is packed with timeless lessons on resilience, adaptation, and future-proofing your career in an ever-changing world.**With FXPesa, you can trade Contracts for Difference (CFDs) on forex pairs, indices, commodities, shares, and ETFs..Help Shape the Future of Financially Incorrect – Take Less Than 5 Mins: https://shorturl.at/3iiJZWant to Be Featured on Financially Incorrect? Apply Here: https://forms.gle/5tkdjgx9vHgXyJSC6💹 Ready to start trading?🔍 Who is FXPesa: https://shorturl.at/rWFqC🎓 Learn how to trade: https://shorturl.at/xR2Ye📊 Try a demo account: https://shorturl.at/izDMc💸 Open a live account: https://shorturl.at/Od2ux

In this episode of Financially Incorrect shot in Uganda, Barrack sits down with Reagan Kawuma, a quality assurance professional and small business growth expert, to unpack his unique money journey. Reagan shares how a mindset shift inspired by Joe Dispenza, changed the way he viewed life and opportunity, and how that shift fueled his ventures, from hustling snacks and delivering cakes at university, to pursuing a Mastercard Foundation scholarship, to building a groundbreaking optical business in Uganda that delivers glasses in just one hour. Along the way, he reflects on growing up in a household where his mother hustled to provide, the challenges and lessons of farming, and why he believes money is ultimately about freedom. This episode is packed with real stories of resilience, innovation, and practical money lessons, proving financial literacy is about more than just numbers. Don’t forget to subscribe for more inspiring money stories and join the conversation in the comments.

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In this episode of Financially Incorrect, Barrack sits down with Doug Mutai who is a comedian, MC, entrepreneur, and founder of Standup Collective for a raw, entertaining, and inspiring conversation. Doug takes us from his early days in Nakuru, through unexpected detours in Canada, to the grind of building Kenya’s comedy industry from the ground up. He opens up about failed shows, life-changing encores, visa battles, running construction projects, sports-betting shops, and even cabbage farming all while chasing his passion for making people laugh. Plus, we get a behind-the-scenes look at the Nairobi International Comedy Festival and what it takes to put Kenyan comedy on the global stage. This is a story of resilience, reinvention, and finding success in unexpected places.

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This episode follows Vanessa’s inspiring journey from making tea and juice in her family kitchen to running a full-fledged restaurant built almost entirely from scratch. With no prior cooking experience, she stumbled into her passion when a single customer’s praise pushed her to keep going. From her first big cash order worth 45,000 KES to dreaming of a venue with a bar, Vanessa shares how she navigated humble beginnings in Huruma, endured strict home routines, and hustled through early ventures selling low-quality imports and running a popcorn stand outside a movie shop. She opens up about discrimination in the workplace, the steep learning curve of catering and scaling operations, and the challenges of opening a restaurant without enough seating, proper flooring, or even a roof. Over three years, she reinvested profits, leveraged savings, and weathered both booming months and tough downturns to build financial stability. Packed with lessons on resilience, resourcefulness, and the grit it takes to grow a business from nothing, this is a must-watch for aspiring entrepreneurs.

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Eugene Mbugua’s journey is a powerful story of turning hardship into opportunity. Losing both parents at just seven years old forced him to grow up fast, moving between homes and learning about money the hard way, by not having any. From selling DVDs and graffiti-designed envelopes in school to writing film reviews, launching TV shows like Young Rich, and eventually owning a nightclub in Nairobi’s CBD, Eugene has built a career defined by hustle, adaptability, and vision.

In this candid conversation, he shares the realities of creating content in Kenya, why a million views might only earn you a few thousand shillings, and how AI and “prompt engineering” could shape the next generation of entrepreneurs. He also opens up about the highs and lows of running multiple businesses, the challenges of scaling creative ventures, and why his definition of financial success has shifted from chasing big wins to building long-term stability. Whether you’re an aspiring entrepreneur, content creator, or simply love a good success story, this episode is packed with lessons on resilience, innovation, and finding your own path to success.

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In this powerful episode of Financially Incorrect, renowned photographer Mutua Matheka shares a deeply personal story of resilience, purpose, and the unseen costs of creative pursuit. From earning just one paying job in 2019 to working with global brands like Hennessy, Mutua takes us through the emotional and financial rollercoaster of choosing art over stability. He opens up about quitting architecture to pursue photography full-time, navigating fatherhood and faith during seasons of scarcity, and the quiet work of documenting Nairobi beyond the usual clichés. This is more than a creative’s money story, it’s a lesson in betting on yourself, building systems from scratch, and honoring your vision even when the world goes quiet. If you've ever felt stuck, uncertain, or overlooked in your journey, this conversation will remind you why the work matters.

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Claire Nansikombi's journey is anything but ordinary, and in this episode of Financially Incorrect Uganda Edition, she tells it all. Raised in a wealthy home where money was never a worry, Claire’s life took a sharp turn when she was forced to navigate adulthood, business, and survival without the safety net she’d always known. From starting a preschool in her parents’ living room with zero capital to building a flower wall rental business in Ireland on just £500, Claire shares how she’s reinvented herself multiple times across Uganda, South Africa, and Europe. She opens up about the realities of debt, the weight of generational expectations, and how becoming a mother changed her relationship with money completely. It’s a raw, honest, and deeply inspiring conversation about losing comfort, finding purpose, and learning how to build sustainable wealth on your own terms.

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In this episode of Financially Incorrect, Rebecca Muriuki opens up about walking away from a prestigious corporate career to build a life of financial sovereignty. Once a high-achieving actuary and director, she found herself on a performance improvement plan despite meeting all her KPIs, an experience that shook her identity and forced her to re-evaluate everything she believed about success. Rebecca shares how she broke free from paycheck dependence, built a property portfolio generating over $7,000 a month, and began mentoring women to reclaim their financial power. She unpacks why affirmations without aligned action won’t make you wealthy, what the concept of sovereign wealth truly means, and how tools like Human Design helped her chart a more authentic path. This is an insightful, and empowering conversation for anyone questioning the corporate grind and seeking a new way to build wealth on their own terms.

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In this episode of Financially Incorrect – Business Edition, Bobby Gadhia shares the raw, unfiltered story of building PC World from a tiny side hustle into a billion-shilling tech empire and how it all came crashing down. From selling laptops out of his bedroom with just 2,000 bob in his pocket to running six branches across Kenya, Bobby opens up about the highs of explosive growth, the lows of internal betrayal, and the emotional toll of losing it all. He talks about the cost of ego, the mistakes he’d never repeat, and why he’s now choosing non-traditional, tech-first businesses. This is a masterclass in resilience, reinvention, and what it truly takes to survive entrepreneurship.

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In this episode, actress and creator Nyokabi Macharia gets deeply vulnerable about what it really means to chase a dream. From landing on Broadway at just 23 to navigating years of financial uncertainty and self-doubt, Nyokabi opens up about the emotional toll of a shrinking dream, the pressure to succeed, and the decision to keep going despite it all. She shares the truth about unpaid creative work, her first salary, and how a major theatre role paying Ksh 250,000 changed her life. We also talk about her upcoming show Index One, inspired by Langston Hughes’ “Dreams Deferred,” and why it marks a full-circle moment in her ten-year journey in the arts. If you've ever wondered what it really takes to pursue purpose over paychecks, this episode is for you. Watch, reflect, and don’t let your dream die.

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In this reflective episode of the Financially Incorrect Uganda Edition, Barrack sits down with award-winning Ugandan media personality Malaika for a conversation. From the emotional struggle of moving back home after years in Nairobi to building a career in Uganda’s underfunded creative scene, Malaika shares her truth on what it took to make money, lose it, chase her dreams, and find her voice again. She opens up about her childhood hustle, borrowing millions to launch a startup, surviving the pressures of image and success, and how she's now rewiring her relationship with money through intentional saving, investing, and healing. It's a powerful story of identity, resilience, and reinvention, and a must-watch for anyone trying to find their footing in a system that often feels rigged. This episode is proof that coming home doesn’t mean giving up, it can be the start of something bigger.

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What does it take to walk away from a million-shilling paycheck and bet everything on your own vision? In this inspiring episode of Financially Incorrect, Barrack sits down with Sally Sawe, the fearless co-founder and COO of The Partnership Africa, powered by Publicis - one of Kenya’s boldest creative agencies. She opens up about saying no to big brands, building from zero with no salaries for 2 years, and why solving real problems is at the heart of her business philosophy.

From early struggles in sales to reshaping agency culture with empathy, Sally drops unfiltered truths about value-based pricing, pitching with purpose, and staying grounded in a cutthroat industry.

Whether you're a creative, entrepreneur, or leader trying to build something that actually matters, this is your playbook.

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What happens when a rapper becomes a pastor then builds a business without taking a salary from the church he leads?

In this episode of Financially Incorrect, Pastor T opens up about his journey from hip hop stages to the pulpit, the battles he’s faced with money, and the bold choices that set him apart including turning down a money-laundering offer in the middle of a church project.

He breaks down how a concept he calls “the law of access” helped him grow a legitimate business empire using borrowed land and strategic partnerships. From leading a 2,000-member congregation to managing a factory, Pastor T shares how he balances ministry, family, and entrepreneurship while never compromising his values.

Whether or not you believe in God, this episode will challenge your ideas about wealth, calling, and what it truly means to build something that lasts.

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Chapters:

0:00 Intro

2:30 Guest intro

3:30 Journey into being a pastor

16:15 What's the church business?

34:35 Where did you grow up?

38:45 When did you start being a pastor?

41:05 What happened at 33?

51:10 How do you run the business and the church?

53:25 How do you determine what to pay yourself?

1:03:35 What are the lengths you wouldn't go to as a pastor?

1:05:47 Where do you put your money?

1:07:55 What does financial success and failure look like to you?

1:12:24 Largest honorarium ever received.

1:13:40 Wrap-up

In this episode of Financially Incorrect, Mnyindo Tairo opens up about losing her husband to COVID-19 while eight months pregnant, facing a massive hospital bill, and discovering that her insurance didn’t cover pandemics. What follows is a raw and emotional story of survival, courage, and financial rebirth. From navigating succession battles in court with no access to her late husband’s estate, to starting her business from scratch using the little life insurance payout she had, Mnyindo’s journey is a lesson in financial protection, intentional planning, and resilience. She breaks down why she believes education policies are a poor investment, the types of insurance every average earner should consider, and how she rose to become one of the top 3% of life insurance agents globally (MDRT). This is not just a story of loss, it’s a story of rising, rebuilding, and redefining financial freedom. Watch, learn, and be inspired.

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In this episode of Financially Incorrect, Barrack sits down with Nyambura Muriithi, a seasoned professional in hospitality and marketing, and the current Marketing Manager for 254 Brewing Co. She shares her incredible journey through career highs, financial missteps, and a life-altering accident.

From earning over Ksh 100,000 a month in her first job to managing popular bars and breweries, Nyambura reflects on the early decisions that shaped her money mindset. But when a tragic accident left her hospitalized with no insurance and a Ksh 3.8 million bill, everything changed.

She opens up about recovering physically, emotionally, and financially, including moments of guilt, job rejections following her recovery, and the hard lessons that forced her to rethink saving, insurance, and financial planning as a mother.

This episode is a reminder that bouncing back is possible and that sometimes, the real financial awakening begins after everything falls apart.

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In this episode of Financially Incorrect, Barack sits down with Mista C, one of Kenya’s fastest-rising DJs for a deep dive into the business behind the booth. From playing 8-hour sets for Ksh 5,000 to earning over Ksh 1 million a month, Mista C shares how he turned his passion into a profitable career.

He opens up about early financial missteps, the decision to quit alcohol, and how that shift helped him save more, focus better, and invest in his brand. He talks about buying a BMW as a “tool of the trade,” navigating both club and corporate gigs, and why image matters in the entertainment world.

Now sober, strategic, and financially focused, Mista C shares his simple money rule which is, “I just save the rest”, and breaks down how he prepares for slow seasons, handles attention from fans, and plans for long-term security. If you’re a creative chasing both purpose and profit, this episode is for you.

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What would make you leave a comfortable, well-paying job to start something no one else believed in? That’s exactly what Jesse Soleil did, trading half his salary and all his certainty to create Akili Kids! Kenya’s first free-to-air TV channel for children. In this episode of Financially Incorrect, he opens up about the doubt, the struggle, and the fire that kept him going when nothing made sense on paper.

We talk about the moment he knew he had to walk away, how his son’s obsession with cartoons sparked a mission, and the quiet sacrifices that came with building something that didn't exist yet. Jesse shares the loneliness of chasing a vision, the pressure of providing for a family while being “broke on purpose,” and how choosing impact over income changed his life.

This isn’t just a story about entrepreneurship but about faith, fatherhood, and the kind of courage it takes to build for the next generation. If you’ve ever felt torn between stability and purpose, this conversation will hit home.

If you are in Kampala, see you on 25th June at Cavendish University. Sign up here: https://shorturl.at/E2KTB

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In this episode of Financially Incorrect, Barrack sits down with real estate leader Kenneth Mbae for a conversation that dives deep into the relationship between money, risk, and personal growth. Kenneth opens up about his journey from a humble upbringing in Nanyuki to spearheading multi-billion-shilling developments in Vipingo. He shares the behind-the-scenes grind that comes with making high-stakes investment decisions, and betting on projects with no guaranteed return, only vision and conviction.Through stories of discipline, discomfort, and delayed gratification, Kenneth reflects on what it means to truly build wealth and the sacrifices that often go unseen. He talks about the financial habits and mindset shifts that shaped his path. He also explains why he believes education is the greatest legacy you can leave your children, and how getting uncomfortable has been key to every level of his success.This episode is both a cautionary tale and a motivational blueprint for anyone seeking to build a meaningful life through intentional financial choices. And if you're tuning in from Uganda, mark your calendars we’re coming to you live on June 25th. Don’t miss it.

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