Sean Skiver and Jake Tracy

Courageous Stewards

Business EN ↓ 49 episodes

This isn’t just another show. It’s a space for motivated individuals who feel called to build something that lasts — in business, in family, in faith. We’re talking legacy, grit, brotherhood, courageous stewardship. The kind that costs something… and changes everything. Each episode, we’ll dive into real conversations — not just theory, but the trenches. The wins, the wounds, and the wisdom that comes from walking it out. Whether you’re an entrepreneur, a leader, a parent, or just someone asking, “What am I really here for?” — this is for you. Let’s build what matters.

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Author

Sean Skiver and Jake Tracy

Category

Business

Podcast website

podcasters.spotify.com

Latest episode

Sep 30, 2026

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Episodes

Episode 23: Brewing Legacy: Parenting Eight Kids and Serving a Community with Love 18.03.2026

In this heartfelt episode, the hosts sit down withfamily—one host’s first cousins and their incredible story of going from two biological children to fostering and eventually adopting six more. They open up about the joys, challenges, and daily realities of raising a beautifully blended family built on faith, resilience, and intentional love. They alsoshare how their local coffee shop grew into mu...

Episode 22: Rebuilding Lives: The Blueprint of Grace 11.03.2026

Most people see a construction site as just wood and nails,but for our guest, it’s a mission field for second-chance hiring. After his own life was shattered by prison and addiction, he found a new blueprint through a local church and a commitment to recovery. Today, his company doesn't just renovate homes—it helps torebuild people. Join us as we discuss his miraculous transformation, thechall...

Episode 21: Stop Sitting on the Couch - Faith, Financing & Real Estate Freedom 04.03.2026

In this episode, the hosts sit down with a seasoned real estate investor with over 20 years of battle-tested experience. He breaks down creative financing strategies - Subject-to, seller financing and more - while weaving in the faith principles that shaped his journey. With humor, wisdom and a prosperity mindset rooted in God's Word, he challenges listeners to stop waiting for opportunity and...

Episode 20: Don’t Buy Small‑Town Multifamily Until You Hear This 25.02.2026

Small‑town multifamily investing can be one of the most stable, cash‑flow‑rich strategies out there — but only if you know what to look for. In today’s Courageous Stewards episode, we break down the  5 essential considerations  every investor must evaluate before buying in a small town. Whether you’re developing your buy box, analyzing your first duplex, or expanding your long‑term rental portfoli...

Episode 19: Restored Hearts, Restored Community: The Hopson's Journey Through Crisis to Calling 18.02.2026

In this powerful episode, we sit down with Aaron and Kelly Hopson—local real estate investors and faith-driven entrepreneurs whose story is nothing short of transformational. Early in their marriage, the Hopsons faced overwhelming financial strain, deep relational conflict, and the painful reality of being on the brink of divorce. But instead of giving up, they made a courageous decision: fight fo...

Episode 18: The Value of Purposeful Stewardship and the Goodness of Work 11.02.2026

Jason Demland, founder of Demland Wealth and a Certified Kingdom Advisor®, joins us to discuss his unconventional path through various industries before finding his calling. Jason didn't always know he’d be advising others on their financial legacies. After years of testing his talents in music, agriculture, and sales, he realized that true success wasn't just about skill—it was about stew...

Episode 17: From $0 to $10k/Month: The 19 Yr Old Door-to-Door Blueprint 04.02.2026

Most teenagers are looking for a summer job; our guest built an empire. In this episode, we break down how a 19 year old went from zero to $10,000 a month simply knocking on doors and offering pressure washing and window cleaning services. But the hustle didn't stop at the driveway. We dive into the exact transition from small time operator to a six-figure business! Guest: Kaleb ClarkAquawash...

Episode 16: Your Past Doesn't Have to Dictate Your Future 28.01.2026

In this episode of The Courageous Stewards Podcast, we sit down with a man whose life is a testament to the fact that your origin story does not have to be your final chapter. Growing up in a home shadowed by the heavy weight of parental disability and the chaos of drug addiction, John faced an uphill battle from day one. To the world, he was an underdog with every reason to fail. But God had a di...

Episode 15: Know the Importance of Your Inner Circle 21.01.2026

They say you are the average of the 5 people you spend the most time with - but as a Courageous Steward, your circle is about more than just "hanging out." It's about mission, accountability and growth. In this episode, we dive deep into the intentionality behind your inner circle. Whether you are leading a team, building a business, or navigating a personal transition, the people in...

Episode 14: Fortune is Made in the Follow-Up 14.01.2026

In this essential episode of Courageous Stewards , we challenge the myth of the overnight success and dive deep into the unseen discipline that builds true wealth, impact, and legacy: The Follow-Up. Most people give up after 1 or 2 tries. We show you why that's a profound mistake and why the true opportunity lives between the 5th and 12th touch and the relationship that develops. This episode...

Episode 13: 5 Rookie Traps: How to Avoid the Top Mistakes That Kill Real Estate Dreams 07.01.2026

Don't let your first investment become your last. In this essential episode of Courageous Stewards , we tackle the top 5 most common mistakes made by rookie real estate investors. Learn how to ditch emotional buying, stop underestimating your budget (hello, CapEx!), and build the reliable team you need to achieve sustainable cash flow. Tune in to turn potential pitfalls into a foolproof plan....

Episode 12: The 3 Non-Negotiable Traits of High-Level Success 31.12.2025

Success has almost nothing to do with being the smartest person in the room... so why do we focus on chasing the next 'great idea'? In this eye-opening episode, the hosts of Courageous Stewards reveal the brutal truth they uncovered after studying and talking with high-level entrepreneurs and millionaires. The consistent, surprising finding? Most people don't lose because they lack ide...

Episode 11: Discover, Direct, Dedicate: Aligning Your Life with Your Gifts 24.12.2025

The two best days of our lives are the day we were born, and the day we discover why we are here. Join us on a powerful journey into uncovering the unique gifts and strengths that shape who we are. We provide strategy and actions you can take to discover what you were created to do. Too often, we overlook the talents within us — but when we learn to discover them, direct them with intention, and d...

Episode 10: Reason, Season, or Lifetime: Understanding the People in Our Journey 17.12.2025

In this episode, we explore the timeless idea that people enter our lives for a reason, a season, or a lifetime. Some connections arrive to teach us lessons, others walk with us for a chapter, and a few remain as lifelong anchors. We’ll unpack how to recognize each type of relationship, embrace the value they bring, and release them gracefully when their purpose is fulfilled. We share personal sto...

Episode 9: Operations That Drive NOI: Unlocking Real Estate Profitability 10.12.2025

With a focus on the people, we dive into the critical connection between property operations and Net Operating Income (NOI) — the metric that ultimately determines the value and performance of your real estate investments. We’ll break down how efficient management, expense control, and revenue optimization directly impact NOI, and why mastering operations is the key to scaling your portfolio. Part...

Episode 8: Why Buy-and-Hold Beats the Rest: Building Wealth Through Patience 03.12.2025

With our heart for legacy and creating wealth, we focus on the timeless power of the buy-and-hold real estate strategy and why it often outperforms flipping, wholesaling, or short-term plays. While other strategies have their benefits, and each person has different goals, you’ll learn how holding properties creates long-term equity growth, steady cash flow, and tax advantages that compound over ti...

Episode 7: The Stewardship Edge 26.11.2025

​Inaction is the greatest risk today. This episode dives into The Stewardship Edge, showing investors, parents, and leaders why simply standing by is no longer an option. Learn how active stewardship, in servant leadership, real estate investing, and intentional parenting, transforms risk into opportunity. Learn how embracing proactive stewardship transforms perceived risk into a powerful, sustain...

Episode 6: Generational Reckoning 19.11.2025

Leaders and investors, the rules have changed. This podcast offers a sharp look at how the next generation is demanding that we prioritize impact over accumulation. Tune in for practical strategies to realign your leadership and investments with new metrics of success - purpose, sustainability and equity - to thrive in this Generational Reckoning. The Courageous Stewards podcast is built on our li...

Episode 5: Stewardship 12.11.2025

In Episode 5, we discuss what stewardship is and how to live out stewardship as a lifestyle from the perspectives of leadership, business, family and community. The Courageous Stewards podcast is built on our like-minded vision to inspire others to courageously pursue the Lord's calling and steward well in every area of life. Contact: j.tracy@courageousstewards.com s.skiver@courageousstewards....

Episode 4: Courage 05.11.2025

In Episode 4, we dive deep into the courage it takes to launch a business, focusing specifically on the initial hurdles of real estate investing. We'll explore how to overcome the paralyzing fear of the unknown, stop waiting for the "perfect moment," and take the crucial first step- whether it's acquiring your first rental property or simply registering your LLC. Learn practical...

Episode 3: Jake's First Deal 31.10.2025

In Episode 3, you'll hear the firsthand account of Jake's tumultuous first rental property experience. From numerous complications to a plague of property renovations and tenant issues. Hear the raw, unfiltered truth about Jake transforming an investment dream into reality through sheer grit. The Courageous Stewards podcast is built on our like-minded vision to inspire others to courageous...

Episode 2: Sean's First Deal 31.10.2025

In Episode 2, Sean shares the good and the bad of his first real estate investment deal, and the biggest lessons he learned from it. This is the chronicle of his journey into real estate. Listeners will hear raw truth of what stepping out courageously looks like. It's an honest look at the initial steps, mistakes, and triumphs directly from the source. His story of going from engineer to real...

Episode 1: Who We Are, Our Stories 31.10.2025

In this first episode we share who we are, what our backgrounds are, and how we each stepped away from our careers to follow our callings into entrepreneurship and real estate investing. The Courageous Stewards podcast is built on our like-minded vision to inspire others to courageously pursue the Lord's calling and steward well in every area of life.

Courageous Stewards Podcast Announcement 30.10.2025

Welcome to the Courageous Stewards podcast! This isn’t just another show. It’s a space for motivated individuals who feel called to build something that lasts — in business, in family, in faith. We’re talking legacy, grit, brotherhood, courageous stewardship. The kind that costs something… and changes everything. Each episode, we’ll dive into real conversations — not just theory, but the trenches....

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