Land investing is booming — but what separates those making $2K from those earning $120K per deal?

In this episode of the Cashflow Fight Club podcast, we sit down with Kendall Lajeune, founder of the Only Land Fans podcast and Facebook community with over 9,000 members, to break down his rise from high school band director to land investing leader.

Kendall shares the exact steps he used to scale up from zero to six-figure land flips — often without spending a dime. From his first infill lot to ditching houses entirely, he explains why land investing offers higher margins, less risk, and more scalability. He also discusses how he built a thriving community by focusing on education first — and what beginners get wrong when trying to enter the land space.

We dive deep into the power of wholesaling, the truth about land investing competition, and how to stand out using stellar customer experience and creative deal structures.

Plus, Kendall talks tech: how AI tools like ChatGPT are revolutionizing real estate operations — and how smart investors are already using them to build scalable systems and close more deals.

If you’ve ever wondered how to start land investing, scale your deals, or build a brand around it — don’t miss this one.

Here are some power takeaways from today’s conversation:

00:00 - Kendall’s journey from music teacher to real estate investor 02:26 - Why he left houses behind for land investing 04:45 - Breaking down his first “zero-risk” land flip 07:10 - Building Only Land Fans into a top podcast and Facebook group 13:08 - Standing out in a crowded market with customer experience 17:00 - How to create referral-worthy buying and selling journeys 20:00 - Why wholesaling and assignments are best for beginners 28:08 - Rural land trends and current state of the market 31:44 - Why nimbleness is the real key to land business success 38:00 - How AI is transforming real estate systems in 2024 43:00 - Leveraging ChatGPT and Claude to streamline real estate ops

Check out the best kept real estate game in town - land flipping - with Kendall LeJeune.

What if the biggest obstacle to your success wasn’t external, but internal? In this episode, high-performance coach Dovid Azerad joins us to talk about personal agency, leadership, and mindset mastery.

Dovid’s background as an educator and school administrator gave him deep insight into human behavior, motivation, and the way people either claim control or give it away. Now, he helps professionals, especially new C-suite leaders, navigate self-doubt, decision-making, and high-stakes leadership roles.

We discuss why so many people feel stuck in life or business, how to break free from limiting beliefs, and why curiosity is the most powerful tool for transformation. If you're looking for a mindset shift that will help you take action and own your success, this episode is for you.

Here are some key takeaways from today’s conversation:

00:00 - Introduction 02:45 - How Dovid went from education to coaching 07:00 - Why people lose personal agency (and how to reclaim it) 14:00 - The power of curiosity in business and life 22:00 - Handling skepticism, doubt, and imposter syndrome 31:15 - Fear of failure vs. fear of success 39:00 - Building confidence and resilience 45:00 - Dovid’s advice for new leaders in high-pressure roles

Through years of coaching and leadership, Dovid has found that confidence isn’t something you’re born with—it’s something you build. He shares how to cultivate self-trust and resilience through mindset shifts and strategic action.

Connect with Dovid on LinkedIn

For more about Dovid: https://nextarc.co/

Visit us at https://flippingdirt.us/ to discover the best cash flow secret in real estate.

Hip Hop X Finance with Drew Boyer

From Beats to Bankrolls: The Real Talk on Money Moves

In this episode, we’re dropping bars with Drew Boyer, the financial planner who went from drummer to money maestro. He’s breaking down the game on how hip hop’s flashiest stars and regular folks alike can learn the rules of the money game—before they end up broke, busted, and disgusted.

Drew’s 20+ years in financial planning and his love for music collide in his new book, Hip Hop X Finance. He’s using the lessons from 50 Cent, Jay-Z, and Ice Cube to school us on financial literacy, debt traps, and stacking paper the smart way.

Here’s what went down:

[00:00] Introduction to Drew Boyer and his journey from music to money

[03:33] The inspiration behind Hip Hop X Finance

[08:15] Why financial literacy is like learning the lyrics—know it or get played

[12:45] The truth about credit cards: When minimum payments become maximum pain

[17:30] Jay-Z’s advice: If you can’t buy it twice, you can’t afford it

[22:15] Debt Remediation 101: How Drew negotiated his way out of $100K in debt

[27:55] From flashy videos to bankrupt rappers—what you see ain’t always what they own

[33:22] Budgeting like a boss: How to live your best life without fronting

[38:10] Mindset over materialism: Why financial freedom is the real flex

RESOURCES

HipHopxFinance.com

Facebook

TikTok

Instagram

In this episode of the Cashflow Fight Club podcast, Chris Schwagerl shares his profound personal journey from the brink of despair to a life of triumph and fulfillment. After being diagnosed with chronic kidney disease, Chris faced major life challenges that dramatically shaped his path. Determined to live long enough to walk his daughter down the aisle, Chris transformed his mindset and took control of his destiny. Now a performance psychologist, Chris discusses how he helps others mold their identities and remove limiting beliefs to unlock their true potential. He emphasizes the power of vulnerability and storytelling, and how embracing one's authenticity can lead to remarkable success. This episode is rich with lessons on overcoming adversity, pursuing entrepreneurship, and achieving a fulfilled life.

00:00 Life-Changing Diagnosis and Determination

01:56 Introduction to Chris Schwagerl

03:18 Chris's Background and Career Journey

07:10 The Entrepreneurial Mindset

13:09 Overcoming Limiting Beliefs

27:32 Understanding Personal Identity

28:41 The Power of Moldable Identities

29:17 Exploring Childhood Influences

31:34 Facing Mortality and Legacy

35:04 The Impact of Vulnerability

35:34 Mindset and Coaching

46:05 Gratitude and Closing Thoughts

RESOURCES

Connect with Chris: https://www.linkedin.com/in/chris-schwagerl/

Chris' Performance Program: www.infiniteskies.life

In this episode, seasoned real estate investor Kevin Bupp shares his journey from owning single-family homes to building a substantial portfolio in mobile home parks and parking lots.

Kevin discusses the impact of the 2008 financial crisis on his investments and how he navigated the challenges to come out stronger. He highlights the value of health and fitness in maintaining resilience during tough times and the importance of focusing on controllable aspects of life.

Kevin also dives into his criteria for selecting profitable investments in mobile home parks and parking facilities, offering valuable insights for investors looking to diversify their portfolios in various asset classes.

Additionally, Kevin emphasizes the importance of mentoring and building a supportive team.

KEY HIGHLIGHTS

00:00 Introduction to Kevin's Real Estate Journey

00:07 The 2008 Financial Crisis and Its Impact

00:51 Rebuilding and Shifting Focus to Mobile Home Parks

02:43 Kevin's Background and Early Real Estate Ventures

03:39 Mentorship and Early Investments

06:26 Challenges and Strategies in Real Estate Investing

12:40 Navigating the 2008 Crisis: Personal and Professional Struggles

23:02 Starting New Ventures: Craft Beer and Running Club

23:56 Rebuilding Phase: From Foreclosure to New Beginnings

24:43 Transition to Commercial Properties

26:59 Discovering Mobile Home Parks

28:35 First Mobile Home Park Purchase

29:25 Scaling Up: Proving the Business Model

36:23 Investment Strategies: Mobile Home Parks and Parking Lots

44:13 Gratitude and Final Thoughts

Real estate and investing are not without turbulence and even deep crisis sometimes. Kevin delivers an inspiring message about how to maintain focus and resilience in the face of adversity and come out stronger for having been through it.

RESOURCES

Connect with Kevin on LinkedIn: https://www.linkedin.com/in/kevinbupp/

Sunrise Capital: https://sunrisecapitalinvestors.com/

In this episode of the Cashflow Fight Club Podcast, we sit down with AJ, founder of Supercharged Offers, to talk about scaling a real estate business the right way.

AJ shares her journey from a corporate career in human resources and leadership development to becoming a successful real estate investor in the U.S. She reveals how she built a marketing system out of necessity—one that now helps investors generate leads, close more deals, and grow their businesses without the overwhelm.

If you’re struggling with marketing, lead generation, or scaling your real estate business, this episode is packed with insights on how to create a seamless system that works for you.

Here are some key takeaways from today’s episode:

00:00 – Welcome AJ to the Cashflow Fight Club Podcast 01:08 – AJ’s background: From corporate life to real estate investing 02:55 – Fix-and-flip vs. vacant land: What led AJ to change strategies 05:00 – How AJ identified a massive gap in real estate marketing 07:30 – Why most real estate investors struggle with marketing 10:45 – The birth of Supercharged Offers: Turning a problem into a business 14:20 – The importance of testing and refining marketing strategies 18:50 – How to optimize cold calling, direct mail, and digital marketing 23:15 – The biggest mistakes investors make when outsourcing marketing 27:40 – AJ’s advice for scaling a real estate business efficiently 32:10 – Who should use Supercharged Offers (and who shouldn’t) 35:50 – Why having the right mindset and systems is the key to success

AJ breaks down exactly how real estate investors can streamline their lead generation process, avoid common marketing pitfalls, and focus on closing deals rather than managing multiple vendors.

If you want a more efficient, scalable real estate business, don’t miss this episode!

Resources Mentioned:

• Supercharged Offers – Visit Website
• BuyerFinder.io – AJ’s tool for automated buyer outreach

If you're interested in creating stress-free, consistent cash flow, you need to be Flipping Dirt. Check out more at https://flippingdirt.us

In this episode of the Cashflow Fight Club podcast, we’re joined by Joe Meares, a former Wall Street professional turned real estate investor and mentor. Joe shares how a disappointing bonus at his finance job sparked a journey into real estate investing, leading him to create a thriving portfolio of rental properties.

We dive into Joe’s practical approach to building wealth through real estate while maintaining a full-time job. From leveraging the BRRRR strategy to scaling up to multifamily and creative financing, Joe outlines actionable tips for anyone looking to break into real estate.

Joe also discusses the importance of mentorship, the power of networking, and how living below your means can set the foundation for financial independence. Whether you’re a first-time investor or looking to take your portfolio to the next level, this episode is packed with insights to help you start and scale your real estate journey.

Here are some key takeaways from today’s conversation: 00:00 - Introduction and Joe’s background in finance 06:49 - Lessons from early investing: From baseball cards to stocks 13:00 - The pivotal bonus event that inspired Joe’s real estate journey 20:10 - Mastering the BRRRR strategy to grow your portfolio 26:00 - Selecting the right real estate market: Joe’s criteria and experience 34:50 - Creative financing: How Joe leveraged seller financing for a 22-property portfolio 41:00 - The importance of mentorship, mindset, and building a strong network

Episode Highlights:

[13:00] The Bonus That Changed Everything Joe reflects on the moment a disappointing bonus made him rethink his financial future. This pivotal event pushed him to explore secondary income streams, leading him to real estate investing.

[20:10] The BRRRR Strategy in Action Joe explains how the Buy, Rehab, Rent, Refinance, Repeat (BRRRR) method allowed him to grow his portfolio quickly while creating long-term cash flow.

[26:00] Choosing the Right Market Joe shares his process for selecting markets, including focusing on properties under $100,000 and ensuring they meet the 1% rule.

[34:50] Creative Financing for Large Deals Joe breaks down a 22-property portfolio acquisition where he used seller financing to close the deal. He emphasizes the importance of relationships in making creative financing possible.

[41:00] Mentorship and Networking Joe talks about the role of mentorship in his success and how building relationships can open doors to deals and opportunities.

Connect with Joe on LinkedIn and at KAYJAY consulting.

Financial and lifestyle freedom can be yours, but you have to act!

Passive income alone won't save you or make you wealthy!

Dr. Jason Balara shares his fascinating journey from veterinary surgery to real estate investing in this engaging episode. As a multifamily syndicator and founder of Lark Capital, Jason opens up about his unique career transition, lessons learned in construction and real estate, and the strategies that have helped him scale his business.

He also discusses work-life balance, the importance of adaptability, and how focusing on value creation has driven his success. Whether you're an aspiring investor, a seasoned pro, or someone looking for inspiration to chase your dreams, Jason’s story offers actionable insights and heartfelt reflections.

Key topics discussed:

• How Jason balanced veterinary surgery with real estate investing
• Lessons from early DIY projects and house hacking
• The power of creating value in real estate
• Shifting strategies during market changes
• Finding work-life balance through entrepreneurship

Power Takeaways:

• Create value in any market by solving problems or adding improvements.
• Keep an active income source while building passive wealth.
• Invest with a buffer—don’t stretch finances too thin.
• Leverage mentorship and networking to accelerate learning.
• Adapt and pivot when challenges arise.

00:00 Introduction: The Importance of Active and Passive Income

01:01 Meet Dr. Jason Ballara: A Multifaceted Professional

02:25 Jason's Journey: From Veterinary Surgeon to Real Estate Investor

04:08 The Power of Real Estate: Jason's Early Experiences

05:32 Balancing Careers: Construction and Veterinary Medicine

12:18 Mentorship and Personal Growth

21:09 The Role of Kindness in Success

23:40 Modern Business Models: Leading with Kindness

26:30 Transition to Multifamily Real Estate

26:54 Balancing Family and Career

28:46 Discovering Out-of-State Investing

29:55 The Syndication Revelation

30:57 Navigating Market Shifts

32:53 Overcoming Financial Challenges

34:16 Adapting Business Strategies

41:53 Future Plans and Reflections

www.larkcapital.com

Jason on LinkedIn: https://www.linkedin.com/in/jasonbalara/