Scared SHITLESS

Sarah Sémajuste

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Self-Improvement
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This podcast is about having the guts to do what terrifies you... on purpose. It’s for people chasing their calling, even if it means tripping over a few obstacles (or faceplanting into them). Tune in for real stories of real people who dared to follow their own path—even when it was uphill, in the snow, both ways.

Sep 28

Real Estate Stole Her Childhood. Then She Invested | Roz Woodland | EP 24

What if your biggest fear became your greatest opportunity? For years, Roz Woodland believed real estate was the reason her childhood was filled with fear, uncertainty, and financial stress. Watching her family struggle after her father left a secure career to invest in real estate taught her one powerful lesson: there's never enough. So when her husband wanted to invest in real estate, she wanted nothing to do with it. In this episode of Scared Sh*tless, Roz shares the deeply personal story of how she went from fearing wealth and risk to becoming a real estate investor, entrepreneur, and coach who now helps others rewrite their own money story. This isn't just a conversation about investing. It's about healing your relationship with money, navigating fear in marriage and business, and learning that your past doesn't have to dictate your future. Why Roz says "real estate stole my childhood." The moment that completely changed her view of wealth. How childhood experiences shape our financial decisions as adults. What happens when investment deals go wrong—and how to respond. Marriage, money, and getting on the same page with your partner. Why your environment matters more than willpower. Building generational wealth without repeating generational fear. If you've ever been afraid to invest, afraid to take a risk, or felt like your past is holding you back, this conversation is for you. Roz Woodland is a real estate investor, entrepreneur, speaker, and co-founder of Woodland Realty Investments. She helps people challenge limiting beliefs around money, wealth, and possibility so they can intentionally build a different future. Website: woodlandrealtyinvestments.com Website: riseandshineevenif.com Facebook: Roz Woodland Scared Sh*tless is the podcast where entrepreneurs, investors, and high performers tell the stories behind the risks they took, the fears they faced, and the moments that changed everything. 🎙️ If this episode resonated with you, follow Scared Sh*tless on Spotify, Apple Podcasts, or wherever you listen to podcasts, and share it with someone who's rewriting their relationship with money.
Aug 7

Balance Is A Lie When You're Building A Business | EP 23

What if the balance you've been trying to create is actually holding you back? Building a business or pursuing something meaningful requires time, focus, and sacrifice. And sometimes, that means less time for friends, family, hobbies, and the things you enjoy. But does that mean you have to choose between success and having a life? In this episode of Scared Sh*tless, we challenge the idea of work-life balance and explore why some seasons of entrepreneurship may require you to prioritize your goals over balance. The goal isn't to live out of balance forever—it's to make intentional sacrifices now that can create more freedom, flexibility, and balance later. We explore the reality of building something significant, the importance of dedicating time to your craft, and the sacrifices that can come with pursuing success. If you've ever struggled with balancing your business, career, relationships, and personal life, this conversation may change the way you think about what balance really means. Scared Sh*tless is a podcast about choosing courage over comfort. Each episode explores the fears, failures, risks, sacrifices, and defining moments behind entrepreneurship, business, investing, personal growth, and success. The question is: What are you willing to temporarily sacrifice to build the life you want?
Jul 31

The Hardest Part Wasn't Starting Over... It Was Losing My Identity | Randy Powell | EP 22

For nearly a decade, Randy Powell was “the barber.” It wasn't just his career—it was his identity, his community, and the life he had built from the ground up. Then he walked away. No guarantees. No clients. No backup plan. Today, Randy has spent more than 18 years building businesses, investing in real estate, and helping others create financial freedom. But getting there meant letting go of the identity that had defined him for years. In this episode of Scared Shitless, Randy opens up about the leap from barber to entrepreneur, real estate investor, and Realtor—and what it actually felt like to start over. We talk about his first real estate investment, the mistakes he made early on, the mentors who changed his approach, why he bought two laundromats, and what he's learned about building wealth, taking calculated risks, and creating businesses that give you freedom rather than simply creating another job. But underneath all of that is a bigger question: What happens when the person you've been is no longer the person you want to become? Randy's story is a reminder that starting over doesn't mean starting from nothing. Sometimes, you have to let go of the identity that's holding you back before you can build the life you actually want. If you're thinking about changing careers, starting a business, investing, or simply taking a bigger risk with your life, this conversation will hit home. About Randy Powell Randy Powell is a real estate investor, Realtor, and entrepreneur with more than 18 years of experience. He has built a portfolio of investment properties, renovated homes, owned two laundromats, and helps others navigate real estate and pursue financial freedom. He can be reached on Instagram @randypowell_ About Scared Shitless Scared Sh*tless is a podcast about ordinary people who choose courage over comfort. We explore the fears, failures, risks, and defining moments that happen before success becomes visible—and the decisions that change everything. Because sometimes the biggest risk isn't failing. It's staying the person you've already outgrown.
Jul 17

Mortgage Broker Didn't Make A Dollar For 18 Months... Now He Helps People Build Wealth | Charles Kayitaba | EP 21

What would you do if you spent 18 months building a business without earning a single dollar? In this episode of Scared Shitless, Sarah sits down with Charles Kayitaba, a Mortgage Agent Level II, real estate investor, and entrepreneur, to talk about what it really takes to build a successful business from the ground up. Charles shares how he walked away from a career in athletic therapy, started a mortgage business during the uncertainty of COVID-19, and spent 18 months without closing a single deal—all while refusing to give up. Today, he's helped more than 250 families achieve homeownership and continues to build wealth through real estate investing. This conversation goes beyond mortgages. It's about resilience, delayed gratification, mentorship, investing, entrepreneurship, and having the courage to bet on yourself when no one else can see the vision. Whether you're an aspiring entrepreneur, first-time homebuyer, investor, or someone navigating uncertainty in your own career, this episode is packed with practical insights and inspiration. In this episode, we discuss: Building a business with no income for 18 monthsWhy Charles left an eight-year career pathLessons learned from competitive sportsFinding mentors who change your lifeReal estate investing and wealth buildingHelping his mother retire through investingThe importance of your network and mindsetAdvice for entrepreneurs and first-time investorsAbout Charles Charles Kayitaba is a Licensed Mortgage Agent Level II serving clients across the Greater Toronto Area. Before entering the mortgage industry, he was already investing in real estate as a private lender, giving him a unique investor-focused perspective on financing and wealth creation. Over the past six years, Charles has helped more than 250 families purchase their first home while educating clients on building long-term wealth through strategic real estate investing. Connect with Charles: Instagram: @_ckthebroker LinkedIn: Charles Kayitaba Facebook: Charles Kayitaba About Scared Shitless Scared Shitless is a podcast about ordinary people doing extraordinary things. Each episode features honest conversations with entrepreneurs, creators, professionals, and changemakers who have faced fear, rejection, uncertainty, and setbacks—and chose to keep going anyway. If you enjoy conversations about entrepreneurship, personal growth, real estate, investing, leadership, and resilience, follow Scared Shitless wherever you listen to podcasts so you never miss an episode.
Jun 10

He Bought 9 Houses Through Church Connections… Now He’s Building the Airbnb of Storage | Daniele Disipio (Shared Storage) | EP 20

In this episode of Scared Shitless, Daniele Disipio explains how relationships, church networks, and mentorship helped him acquire 9+ properties and raise investor capital. He also shares why he founded Shared Storage and how he’s scaling it into the “Airbnb of storage”, covering fundraising and startup mistakes. What you’ll learn in this episode: How to buy off-market real estate deals Building wealth through relationships and networkingRaising capital from investorsSelf-storage investing strategiesStartup development mistakes to avoidBuilding a marketplace businessScaling through technologyEntrepreneur mindset and resilienceBalancing business, family, and success Connect with Daniele: Shared Storage Instagram You can also follow Sarah Sémajuste on IGFollow Scared Shitless for more conversations with entrepreneurs, investors, and builders who are taking bold risks to create extraordinary outcomes.
May 23

From Video Game Addiction & Fast Food Jobs to Real Estate Developments | Yishi Pan (Terzetto Homes) | EP 19

From dropping out of high school and struggling with direction… to building a successful design-build company and stepping into real estate development, Yishi Pan’s story is a masterclass in resilience, growth, and reinvention. In this episode, Yishi shares the raw realities behind entrepreneurship: starting a business with no experience, surviving financial pressure, losing an entire team during COVID, and rebuilding his company culture from the ground up. Together, we explore leadership, relationships, mindset, risk-taking, and the emotional weight of building something meaningful. What you’ll learn in this episode: • How Yishi built Terzetto Homes from scratch • The mindset shifts that changed his life and business • Lessons from scaling a renovation company without industry experience • What COVID taught him about leadership and company culture • Why entrepreneurship changed his perspective on freedom, parenting, and success • How he transitioned into real estate investing and development This conversation is honest, insightful, and deeply inspiring for anyone navigating business, personal growth, or the uncertainty of starting over. A powerful reminder that success is rarely linear — and that sometimes your biggest setbacks reveal your greatest opportunities. Contact Yishi PanEmail: info@terzettohomes.comIGTiktok Terzettohomes.comYou can follow Sarah Sémajuste on IG here
Apr 18

Why Entrepreneurs Hate The Question "What Do You Do For A Living?" | EP 18

In this episode of Scared Shitless, I talk about something most entrepreneurs, real estate investors, and multi-passionate professionals quietly struggle with…👉 That simple question: “What do you do for a living?”On the surface, it sounds harmless. But in reality, it often feels like people are trying to:- Put you in a box- Size you up- Attach your worth to a title or incomeAnd when you wear multiple hats? It gets even more uncomfortable.In this episode, I open up about:- Why I used to feel hesitant (even shy) answering this question- The pressure to simplify yourself for other people’s understanding- The truth about having multiple income streams and identities- Why it’s time to normalize NOT fitting into one boxIf you’ve ever struggled to explain what you do—or felt like your path doesn’t fit the traditional mold—this one’s for you.⏱️ TIMESTAMPS00:00 Intro00:45 Why this question feels uncomfortable02:30 Wearing multiple hats as an entrepreneur05:10 The “putting you in a box” reality08:00 Income, identity & perception11:30 Learning to own your path14:00 Final thoughtsYou don’t need one title to be validMultiple income streams ≠ confusion — it’s strategyYou get to define your identity, not othersentrepreneur mindset, multiple income streams, real estate investor life, what do you do for a living, personal branding, multi-passionate entrepreneur, career identity, business mindset, female entrepreneur, mom entrepreneur, passive income, entrepreneurship journey#EntrepreneurMindset #MultipleIncomeStreams #RealEstateInvestor #PersonalBranding #WomenInBusiness #EntrepreneurLife #PassiveIncome #BusinessMindset #ScaredShitlessPodcast #MomEntrepreneur #CareerIdentity #BuildInPublicIf this resonated with you, drop a comment:How do YOU answer “What do you do?”And if you’re building something outside the box—make sure to subscribe. You’re not alone in this.
Mar 28

He Started with a Cottage… Now He’s Developing Land | Dennis Tanguay | EP 17

Stop trading time for money—start using what you already have. In this episode of Scared Sh*tLess, Sarah Sémajuste sits down with IT consultant turned developer Dennis Tanguay. From a self-paying cottage to a 6-unit townhouse project, he shares how he leveraged home equity, handled zoning challenges, and scaled without quitting his day job. A real, no-fluff look at building wealth through calculated risk. What you’ll learn:• Using property to generate its own income• Leveraging home equity to scale• Moving from rentals to development• Navigating zoning and delays• Why keeping your job matters Chapters:0:00 Introductions0:54 Life as an IT Consultant2:37 First Investment Strategy5:24 Scaling Up7:13 Leveraging Equity9:18 Joint Ventures11:41 Market Challenges15:36 Keep Your Day Job16:40 Land Development21:52 Zoning Lessons25:20 City Delays29:22 5AM Routine31:02 Generational Wealth35:33 What’s Next About Dennis Tanguay Dennis is a proud father and husband, a long-time IT consultant, and a fitness buff who tries not to complain about early-morning workouts. Recently stepping into life as an empty nester, he’s channeling his energy into a new chapter as a land developer - bringing fresh energy and big ideas to the next chapter. Contact Email: dennis@jade4.ca Facebook Instagram

This podcast is about having the guts to do what terrifies you... on purpose. It’s for people chasing their calling, even if it means tripping over a few obstacles (or faceplanting into them). Tune in for real stories of real people who dared to follow their own path—even when it was uphill, in the snow, both ways.

Creator

Sarah Sémajuste
Years Active

2026
Episodes

24
Rating

Explicit
Copyright

© Sarah Sémajuste
Show Website

Scared SHITLESS