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

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Episodes

How Hailey Bieber Made $1 Billion Fast 22.07.2025

In this solo episode, Caleb reverse-engineers how Hailey Bieber pulled off a $1B exit with Rode—her skincare brand—less than three years after launch. And no, it’s not because she was a celebrity. It’s because she executed a flawless five-part playbook that every entrepreneur should be studying right now. From viral engineering to timing the exit at peak momentum, Caleb lays out each billion-dolla...

Why Rich People Answer DMs with Justin Freishtat 15.07.2025

If you think your product matters more than your personal brand, think again. In this episode, Justin Freishtat reveals how he went from door-to-door food sales to building an $87 million business, exiting, and raising capital for major funds—all by mastering the art of leverage and visibility. From bootstrapping Heartland Foods to crafting cash-flowing digital businesses, Justin breaks down how b...

15 Fundamentals to Lead Like a Boss 08.07.2025

Most successful entrepreneurs assume they're just one strategy away from the next level—but that assumption might be what’s holding them back. In this solo episode, Caleb Edwards strips away the noise and delivers a raw, no-BS breakdown of the 15 non-negotiable fundamentals every wealth-builder needs to revisit, master, and repeat. This is not a “how to hustle harder” episode. It’s a straight shot...

What I Wish I Knew at 25... 01.07.2025

What if everything you've been taught about money, success, and business is keeping you from the real win? In this solo episode, Caleb Edwards drops 10 brutally honest lessons forged through two decades of entrepreneurship, fatherhood, and faith—including losing half his net worth while his son fought for his life. These aren’t recycled Instagram soundbites. They’re hard-won truths from someone wh...

Should You Scale Your Business at All Costs? 24.06.2025

What if the push to grow fast is the very thing that’s sabotaging your freedom? In this episode, Caleb and Aaron pull the curtain back on why the “scale at all costs” mentality is killing more businesses than it’s helping. They challenge the glorification of hyper-growth and unpack the hidden dangers of rushing success without foundation. From managing cash flow to managing your mind, this episode...

Simple 3 Step Sequence to Safeguarding Your Wealth 17.06.2025

Everyone wants passive income—but almost no one talks about how to earn the right to have it . In this candid solo episode, Aaron Leatherdale breaks down the three-step wealth-building framework that every investor and entrepreneur must understand before they jump into alternative deals, syndications, or passive strategies. Aaron flips the script on internet gurus and get-rich-quick investors by s...

Your Business Still Owning You??? 10.06.2025

Most entrepreneurs aren’t building freedom—they’re building a high-paid trap. In this brutally honest solo episode, Caleb Edwards delivers a wake-up call for founders stuck in hustle cycles and glorified self-employment. If your business can’t survive 30 days without you, you don’t own a business—you own a job with more stress and better branding. Caleb unpacks the critical difference between bein...

Dr. Ruth Mannschreck’s 5 Part Framework to Work Less and Make More 03.06.2025

In this powerful episode of Own the Exit , Caleb sits down with Dr. Ruth Mannschreck—a dentist-turned-coach who slashed her practice hours from five days to two… and grew revenue beyond the original mark. What started as a personal crisis with her daughter’s health turned into a wake-up call: redesign life and business on your terms—or burn out trying. Ruth unpacks the 5-part framework that helped...

How the Philosophy of Perception Relates to Value 27.05.2025

What do the wealthiest entrepreneurs have in common? It’s not just grit or capital—it’s how they think . In this solo episode, Caleb Edwards dives deep into why the most powerful business moves aren't tactical—they're philosophical. He unpacks the three principles that separate struggling operators from strategic visionaries: perception, scarcity, and belief. You’ll hear how Solomon’s 2.2 trillion...

Fast Lane to Success: Execute, Iterate, Dominate 20.05.2025

In this episode of Own the Exit , Caleb Edwards delivers a powerful lesson on why speed of execution is the defining factor in business success. He breaks down the difference between iteration and ideation, explaining why launching quickly and improving along the way beats waiting for perfection every time. Caleb shares real-world examples from his own journey, including how his investment firm be...

8 Loopholes You Haven’t Heard Of 13.05.2025

Most business owners and high-income earners focus on making money—but few master the art of keeping it. In this episode of On The Exit , Caleb and Aaron expose the biggest tax-saving strategies that the wealthy use to legally reduce their tax burden and build lasting wealth. From cost segregation in real estate to oil and gas investments, these are the tools that can save you six or seven figures...

Why High Income Earners Stay Broke 06.05.2025

Most people think making more money will make them wealthy. But the truth is, even high earners stay stuck because they don’t understand how to convert active income into passive wealth. In this episode, Aaron Leatherdale shares how he transitioned from being overworked and overwhelmed to building a nine-figure real estate portfolio in just 24 months. He reveals why traditional investment advice b...

Business Success Doesn’t Mean Personal Wealth 29.04.2025

In this episode, Caleb and Aaron break down real strategies for thriving in today’s unpredictable economy. They discuss why mindset matters more than market conditions and how business owners can take control of their financial future. They dive into the biggest mistakes entrepreneurs make, the power of leverage, and why working harder isn’t always the answer. If you want to scale your income, wor...

Why No One Follows You 22.04.2025

In this episode of Own the Exit , Caleb dives deep into the concept of command presence —the unspoken quality that makes people respect, trust, and follow a leader. He breaks down the psychological triggers behind presence, practical strategies to cultivate it, and the biggest mistakes that undermine authority. Whether you’re leading a business, a church, or a team, this episode will equip you wit...

7 Strategies for Raising Future Entrepreneurs 15.04.2025

Most self-made millionaires started earning before they turned 18. Yet schools fail to teach financial literacy, problem-solving, and leadership—skills essential for success. In this episode of Own the Exit , Caleb and Aaron break down how parents can raise kids with an entrepreneurial mindset. From real-world money lessons to structuring incentives that teach work ethic, they share actionable str...

From Employee to Entrepreneur in One Year 08.04.2025

Ever thought about quitting your job to start your own business but never took the leap? In this episode of Own the Exit , Caleb Edwards breaks down the exact steps he’d take to transition from employee to full-time entrepreneur in under a year. He tackles the biggest fears—failure, running out of money, not knowing enough—and reveals how to reframe them into opportunities. If you're stuck in...

Real Strategies Behind Building, Scaling, and Selling a Company with Mitch McGinley 01.04.2025

Selling a business is one of the biggest financial moves an entrepreneur can make—but most get it wrong. In this episode of Own the Exit , Aaron and Caleb sit down with Mitch McGinley to break down the real strategies behind building, scaling, and selling a company for maximum profit. They dive into the mindset shifts needed for a successful exit, the biggest mistakes business owners make when pre...

Exposing Common Mistakes Business Leaders Make 25.03.2025

In this episode of Own the Exit , Aaron dives into the hidden challenges leaders face when scaling a business. He exposes the common mistakes leaders make, why most fail to develop their teams, and the simple mindset shifts that separate thriving companies from stagnant ones. Aaron shares personal lessons from leading multiple businesses, including why delegation isn’t just about hiring, but about...

The Hidden Wealth in Fossil Fuels 18.03.2025

Is oil and gas really a dying industry? In this episode, Caleb and Aaron break down why the mainstream narrative around energy is misleading and how entrepreneurs can take advantage of one of the biggest investment opportunities of the decade. They explore the reality of renewable energy, the ongoing demand for fossil fuels, and why smart investors are moving into oil and gas despite the media hyp...

What Makes People Want to Buy Your Business with John Martinka 11.03.2025

In this episode of Own the Exit, hosts Caleb Edwards and Aaron Leatherdale are joined by John Martinka, the Escape Artist, who has over 25 years of experience helping business owners maximize their exits. Known for his expertise in lower-middle-market businesses, John shares invaluable advice on how to prepare your business for sale, build lasting value, and avoid common pitfalls. From practical t...

Biggest Lessons I learned as an Entrepreneur with $200M in Real Estate 04.03.2025

In this reflective episode of Own the Exit, Aaron Leatherdale takes center stage, sharing the pivotal lessons he’s learned from building multiple successful businesses across diverse industries. From the power of delegation to the necessity of persistence, Aaron offers a transparent look at what worked, what didn’t, and what he’d do differently if starting over today. Tune in as Aaron unpacks the...

How to Outrank Other Businesses on Google with Ryan VanStone 25.02.2025

In this episode of Own the Exit , Caleb and Aaron sit down with Ryan VanStone, founder of a rapidly growing multi-location personal injury law firm. Ryan shares his journey from a family-owned marina business to leading a law firm that’s redefining client service and marketing strategies. He discusses the power of leveraging relationships, the importance of Google’s "credit score" for businesses,...

Stop Doing What Drains You 18.02.2025

In this solo episode of Own the Exit, Aaron Leatherdale dives deep into the concept of an energy audit, a game-changing tool for optimizing how you spend your time. Inspired by Dan Martell's Buy Back Your Time, Aaron shares how identifying tasks that drain, energize, or neutralize your energy can transform your productivity and overall business success. He walks through practical steps for trackin...

Winning in Business but Losing at Home? 11.02.2025

In this episode of Own the Exit , Caleb and Aaron tackle one of the toughest challenges for entrepreneurs: balancing the demands of building a thriving business while staying present for your family. With raw honesty and practical advice, they share personal stories, data-backed insights, and strategies that prove you don’t have to choose between business success and family fulfillment. From ruthl...

Mastering AI for Entrepreneurial Growth with Andrew Amann 04.02.2025

In this episode of Own the Exit , Aaron and Caleb sit down with Andrew Amann, a trailblazing entrepreneur and AI expert, to explore the inevitable future of business: artificial intelligence. Andrew shares his journey from a military contracting role to founding an innovative AI product studio. He reveals hard-earned lessons about building scalable systems, integrating AI into businesses, and how...

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