Multifamily Missteps Hosted by Christy Keeton

What separates successful multifamily investors from those who struggle—better systems, more innovative strategies, or the willingness to learn from costly mistakes?

In this conversation, Christy Keeton and Lane Kawaoka explore the unfiltered truths of multifamily investing. From scaling a portfolio of over 10,000 units to managing risks like foundation issues and tenant challenges, Lane shares the lessons, strategies, and mindset s...

How do you turn setbacks into stepping stones, and how can multifamily investing unlock a life of freedom and purpose? In this episode of Multifamily Missteps, Tony Lopes, founder of Dirty Boots Capital, shares his inspiring journey from mechanical engineering to owning over 400 multifamily units. Through candid stories, he reveals the challenges and mistakes he faced, the lessons he learned, and how partnerships and focus helped h...

Are you ready to embrace the unvarnished truths of multifamily real estate investing? Join Christy Keeton as she hosts Whitney Elkins-Hutten, a seasoned real estate expert, to uncover the pivotal lessons that shaped Whitney’s inspiring journey from her first flip to building a $800 million portfolio. Whitney shares her early struggles, the power of partnerships, and the transformative value of diversification. 

Gain actionable ...

How can personal challenges fuel the journey to financial independence, and what does it take to create thriving communities through impactful real estate investing? Michelle Jeong, founder of FIRE Capital, shares how her transition from tech to real estate became a mission to provide affordable housing while empowering others to pursue financial freedom.

Through her candid reflections, Michelle unpacks the realities of multifa...

What does it take to turn ambition into a thriving real estate legacy while navigating challenges, creating consistent wealth, and making a lasting impact? Zach Lemaster, CEO of Rent to Retirement, shares his transformative journey from optometrist to real estate leader, offering practical insights and strategies that anyone can use to achieve financial success. In this episode, Zach reveals how he leveraged tools like the 1031 exc...

What does it take to thrive in the competitive world of multifamily real estate? Is it focus, strategy, or the ability to embrace challenges? Justin Goodin shares his journey from flipping single-family homes in college to leading multimillion-dollar ground-up developments. He offers a unique perspective on the importance of laser-focused specialization, building a personal brand, and putting tenants at the heart of every project.

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What’s the most crucial element for success in real estate: strategy, partnerships, or mindset? Gino Barbaro shares how he built a multifamily empire by focusing on the right partnerships, a solid framework, and the psychology of money. Learn how to avoid common investing mistakes and create a scalable business.

Ready to discover the key to real estate success? Tune in as Gino Barbaro reveals how aligning strategy, partnerships, and...

What would you do if your first real estate deal went wrong? In this episode, Andrew Reichert shares how he transformed early mistakes into lessons that led to managing over 3,600 units. From his first duplex to scaling a multimillion-dollar portfolio, Andrew’s story highlights the real challenges of multifamily investing—missed projections, structural issues, and the importance of due diligence. Listeners can expect to hear real-l...

What does moving from a traditional career to financial freedom through real estate take? Keshav Kolur, founder of Clive Capital, shares his journey from reading Rich Dad Poor Dad to making his first syndication investment in multifamily real estate. Hear how he turned his desire for multiple income streams into a successful real estate career, and learn why he believes real estate outside the stock market is key to building wealth...

How do you go from being homeless to owning over 100 doors in real estate? Ray Glymph, an award-winning investor and business coach, shares his inspiring story of resilience and success. Recognized by platforms like Yahoo and Google and honored with the NAACP Champion of Change award, Ray has helped entrepreneurs of all levels transform their businesses.

In this episode, he reveals the hard lessons learned from early real estat...

Is success in multifamily investing just about buying the right property, or do the real dangers lie in the details you might miss? In this episode, Christy Keeton talks with real estate attorney and investor Bishoy Habib, who shares a shocking story about an investor losing millions because of a single missing clause. Bishoy reveals key lessons from his career, including how to avoid common legal pitfalls, protect your investments...

What separates successful multifamily investors from those who struggle? Is it about finding the perfect deal or navigating inevitable challenges? Christy Keeton talks with Julie Anne Peterson about critical lessons from real estate missteps, covering topics like rate caps, economic vacancy, and building the right partnerships.

Julie shares unfiltered stories and practical advice for avoiding common mistakes and thriving in tod...

What truly separates a successful real estate investor from the rest? In this episode, a former professional hockey player, Bob Lachance, shares his journey from the rink to real estate success. He opens up about the mistakes that shaped his career, the importance of keeping emotions in check, and how virtual assistants can take your business to the next level. Whether you're just starting or looking to refine your strategy, t...

Is the promise of passive income in real estate too good to be true? Emma Powell, a seasoned multifamily investor, pulls back the curtain on what it takes to succeed in this field. From her start as a real estate photographer to becoming a full-time investor, Emma shares the challenges of raising capital, finding the right partners, and why the journey is far from easy.

If you’re questioning whether multifamily investing is the righ...

Join Christy in this episode of Multifamily Missteps as she dives deep into the crucial process of due diligence for multifamily properties. Learn how to avoid common financial pitfalls, such as improperly assessing taxes, insurance, and renovation costs, and discover the importance of reviewing leases and existing contracts.

Christy shares real-life experiences, including a case where overlooked lease details led to a sho...

Steven takes us on the journey of beginner landlord to the most recent lending environment. Join us for the pitfalls of gut instinct and floating-rate loans. Buckle up!

Support the show

Are you feeling overwhelmed with Multifamily deal analysis? Are you uncertain about the right investment? Christy is an expert underwriter and mentor and wants help you on your journey! Visit her website at www.ChristyKeeton.com to book a discovery ca...

Having the right inspector on-site is crucial. Join Jerome as he shares his journey of acquiring a 20-unit and an 8-unit property from the same owner, both closing on the same day. Discover the critical missteps that could have cost him and his partners dearly. Tune in as he dives into issues with HVAC systems and emphasizes the importance of attention to detail, right down to misplaced commas. You'll appreciate the integrity ...

Aiming for a huge target is not at all bad, but the harsh reality should also be considered. In this episode, we feature Matthew Drouin and his story of doing a deal that entails facing problematic neighborhoods and people down on their luck. He talks about his experience of regret looking upon himself as a hero and brings the invaluable lessons he learned from it.

[00:00 - 08:51] When the Harsh Truth Slaps, We Go Back to What Matt...