Caleb Edwards and Aaron Leatherdale

Own The Exit

Business EN ↓ 144 episodes

Own The Exit is your quintessential guide to entrepreneurial freedom. Every entrepreneur aspires to build a prosperous business while enjoying financial and time freedom, but the reality often falls short. This podcast is your lifeline to success, providing crucial insights on preparing your business for a winning exit. Join us as we deep dive into the world of successful exits, liberating you from active involvement and helping you realize your dreams of a fulfilling life. The power to define a triumphant exit rests solely with you, and we're here to empower your journey. Click on follow!

Author

Caleb Edwards and Aaron Leatherdale

Category

Business

Podcast website

www.oakiq.com

Latest episode

Jul 7, 2026

Where to listen?

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Episodes

Landlord vs Investor: Which Are You? 28.01.2025

In this episode, Aaron Leatherdale discusses the differences between do-it-yourself real estate investing and professional real estate investing, particularly focusing on real estate syndications. He emphasizes the importance of time management for busy entrepreneurs and how group investing can provide similar returns with less hassle. Aaron shares personal experiences and insights on the benefits...

These 3 Alternative Investments Score Big in Trump’s Economy 21.01.2025

In this episode of Own the Exit, Caleb and Aaron explore the transformative investment opportunities emerging under the Trump administration's second term. With corporate tax cuts, infrastructure development, and energy deregulation at the forefront, they analyze how these policies could shape alternative investment strategies in 2025. Dive deep into the "Alternative Investment Trinity" of multifa...

How Smart Systems Save Your Business with Joshua Monge 14.01.2025

In this episode of Own the Exit , hosts Aaron and Caleb sit down with fractional COO Joshua Monge to uncover the secrets behind building scalable, efficient businesses. Joshua shares compelling stories of companies struggling with chaos and the transformative power of systems, from saving a million-dollar business owner drowning in admin work to creating workflows that freed up entire weekends. Wh...

From Military Service to Multifamily Investments: Wayne Courreges III Shares the Power of Vision 07.01.2025

In this insightful episode of Own The Exit , Caleb and Aaron sit down with Wayne Courreges III, founder of CREI Partners and a Marine Corps veteran, to explore the art of diversification in real estate and beyond. Wayne shares his journey from military service to building a $50M real estate portfolio and provides practical advice for navigating entrepreneurial challenges. Discover how to leverage...

Real Wealth Takes Time 31.12.2024

Too many entrepreneurs fall into the trap of chasing quick fixes and flashy opportunities that promise instant riches. In this episode of On the Exit , Aaron and Caleb break down why playing the long game in business and investing is the ultimate strategy for building wealth and lasting success. Drawing on personal experiences—from failed investments to lessons in patience—they explore the mindset...

Diversification Done the Right Way 24.12.2024

Is your entrepreneurial journey stuck in overdrive, chasing every shiny object? In this episode of Own the Exit , Aaron dives into the strategies and mindset needed to move from single-business success to strategic diversification. He shares why timing matters, how to avoid distractions, and what it means to leverage your expertise while creating passive income streams. You'll learn the two be...

Stop Overthinking, Start Winning 17.12.2024

What if the secret to business success isn’t smarter work, but harder work—at least at first? In this solo episode of Own the Exit , Caleb dives into the trap of overthinking and why "done is better than perfect." He challenges the belief that efficiency is always the answer, instead focusing on the power of iteration and market feedback. Drawing from his own experience and examples like...

How to Build Wealth Without Starting From Scratch with George Salas 10.12.2024

What does it take to turn massive losses into massive wins? George Salas shares his journey from losing $300K in a failed partnership to creating a thriving empire through short-term rentals and strategic business acquisitions. In this episode, George breaks down his method for scaling businesses, turning failures into stepping stones, and building a portfolio that attracts high-value exits. Disco...

Delegate Tasks to Grow Your Business 03.12.2024

Are you drowning in tasks and stuck in the endless grind of running your business? You’re not alone. In this episode of Own the Exit , Aaron Leatherdale unpacks the transformative power of delegation and hiring. Learn how to identify the right tasks to delegate, overcome the fear of letting go, and build a team that can take your business further than you ever imagined. Discover practical strategi...

Why Hidden Work Drives Real Success 26.11.2024

In this episode, Caleb and Aaron debunk the myth of overnight success and explore why get rich quick schemes can derail your entrepreneurial journey. They discuss real-life examples like Tiger Woods and Eminem, highlighting the years of hard work behind their achievements. You’ll learn how small, daily improvements and playing the long game are the real keys to success. Plus, get an action plan to...

Growth Mindset Myths That Hold You Back 19.11.2024

In this episode of Own the Exit , Caleb and Aaron break down three common myths that hold entrepreneurs back from success. They challenge the idea that entrepreneurs are born, not made, and emphasize the importance of cultivating grit and resilience. Through personal stories and experiences, they highlight how failure is a stepping stone rather than an endpoint. The conversation also dives into th...

Stop Chasing Ideas: JUST TAKE ACTION! 12.11.2024

In this episode of "Own the Exit," Caleb and Aaron tackle one of the most common misconceptions among entrepreneurs: that a big, revolutionary idea is necessary for success. Drawing on real-world examples like Google and their own business experiences, they break down why execution—taking consistent, decisive action over long periods of time—is the real driver behind success. They emphas...

The Why and How of Real Estate Partnerships 05.11.2024

In this episode of Own the Exit , co-host Aaron takes the mic to break down a crucial aspect of business success: evaluating potential partnerships. Using the Value Contribution Quotient (VC Quotient), Aaron explains how to assess contributions in terms of time , talent , and treasure to ensure balanced and effective partnerships. Aaron shares three personal examples from his real estate career, i...

Scale Without Losing Your Mind 29.10.2024

In this episode of Own the Exit , Caleb Edwards and Aaron Leatherdale break down one of the most critical yet challenging aspects of entrepreneurship—scaling a business. Many entrepreneurs dream of growth but are often terrified of the effort, complexity, and potential pitfalls that come with it. Caleb and Aaron dive into the Growth Paradox , the tension between excitement and fear when it comes t...

From Amazon to E-com Millionaire: Leadership Lessons With Anderson Salgado 22.10.2024

In this episode, Caleb Edwards and Aaron Leatherdale interview Anderson Salgado, a former Amazon executive who transitioned into entrepreneurship. They discuss the importance of reverse engineering success, the mindset of abundance versus scarcity, and the critical role of hiring the right people. Anderson shares his journey from the Marine Corps to Amazon, his leap into entrepreneurship, and the...

Why Real Estate BEATS EVERYTHING! 15.10.2024

In this episode of Own the Exit, Caleb Edwards and Aaron Leatherdale discuss the growing trend of entrepreneurs shifting their focus from active income to passive income through real estate investments. Caleb emphasizes the importance of real estate as a stable and tangible asset that can provide financial security and long-term wealth generation. The conversation explores various investment strat...

The Hidden Cost of Not Focusing on Output 08.10.2024

In this episode of Own the Exit , host Caleb Edwards dives into the crucial distinction between action and output. Many entrepreneurs equate busyness with productivity, but as Caleb explains, it’s not the hours you put in, but the high-value work that propels your business forward. Drawing on lessons from fatherhood and personal experience, Caleb shares hard-earned insights, such as why "getting o...

Presidential Elections and Your Portfolio: What History Tells Us About Market Performance 01.10.2024

In this episode of Own the Exit, Caleb and Aaron dive into the often misunderstood relationship between presidential elections and investment strategies. They explore historical data showing the surprising stability of the stock market during election years, highlighting how the S&P 500 has posted positive returns in nearly every election year since 1928. Discover why election years might not...

What Every Entrepreneur Needs to Know about Hustle Culture 24.09.2024

In this comprehensive episode, Caleb Edwards and Aaron Leatherdale explore the deeper meaning of success, revealing why it’s about more than just the number of zeros in your bank account. They dive into how you can transition from chasing millions to building millionaires, offering both practical strategies and a mindset shift for entrepreneurs who want more than financial wealth. Through personal...

From Success to Significance: Redefining Wealth for the Modern Entrepreneur with Tony Zolecki 17.09.2024

In this episode of Own the Exit, Caleb and Aaron interview Tony Zolecki, an entrepreneur, success coach and business builder. They discuss the transition from chasing money to achieving significant impact and legacy. Tony shares his journey from working in corporate America to network marketing and the importance of mindset and personal development. He emphasizes the shift from success to signific...

Navigating the Challenges of Business Growth 10.09.2024

This episode of Own the Exit focuses on navigating challenges as your business grows, with a specific emphasis on the complex art of communication. The conversation highlights the importance of communication in a growing business and the challenges that arise when adding more team members. The four keys to successfully managing communication in a growing company are: 1) the rule of three and ten,...

Overcome Challenges by Leveraging Strengths and Building the Right Team with Ben Oberg 03.09.2024

In this episode of Own the Exit, Caleb and Aaron interview Ben Oberg, the founder and director of the Capitalist Network. Ben shares his journey from working in the car business to becoming a successful entrepreneur. He emphasizes the importance of playing to your strengths and building a team that complements your weaknesses. Ben also discusses the significance of balance in business and life, an...

From Entrepreneur to Investor: A Transition Guide 27.08.2024

In this episode, Caleb Edwards discusses the transition from being an entrepreneur to being an entrepreneur investor. He emphasizes the importance of shifting from a growth mindset to a preservation of capital mindset and the need to redeploy resources rather than retire. Caleb shares his personal journey as an entrepreneur and the realization that he needed to start investing in order to secure h...

Business Skills That Make Millions 20.08.2024

The conversation revolves around the theme of teamwork and collaboration in business. The speakers discuss the importance of building a team, resisting the lone wolf mentality, and leveraging the skills and strengths of others. They also touch on topics such as perseverance, skepticism, and a service mindset. The main takeaway is that success in business is often achieved through teamwork, humilit...

How to Use a Recession to Get Rich 13.08.2024

The conversation revolves around the topic of creating wealth in a recessionary environment. The participants discuss their experiences and strategies for navigating challenging economic times. They emphasize the importance of mindset, adaptability, and taking advantage of opportunities. They also highlight the benefits of working with a team and the value of building new developments in a recessi...

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