When Real Estate Gets Real

When Real Estate Gets Real is a behind-the-scenes podcast for real estate operators who’ve already closed a deal and discovered that the spreadsheets weren’t the hard part.
Hosted by Stephen Lee-Thomas, the show explores what actually changes after the first close when real money, real investors, and real pressure enter the picture.
Each episode goes beyond tactics to unpack the decisions, mistakes, leadership challenges, and personal growth that define the shift from “I did a deal” to “I’m a real operator now.”
This podcast is for operators past their first close who want truth over hype, clarity over noise, and systems that support long-term scale.
When Real Estate Gets Real is a behind-the-scenes podcast for real estate operators who’ve already closed a deal and discovered that the spreadsheets weren’t the hard part.
Hosted by Stephen Lee-Thomas, the show explores what actually changes after the first close when real money, real investors, and real pressure enter the picture.
Each episode goes beyond tactics to unpack the decisions, mistakes, leadership challenges, and personal growth that define the shift from “I did a deal” to “I’m a real operator now.”
This podcast is for operators past their first close who want truth over hype, clarity over noise, and systems that support long-term scale.
Episodes
Episodes



Wednesday Dec 25, 2024
Inside a $200M Multifamily Real Estate Empire: Charles Carillo’s Path to 3,000 Units
Wednesday Dec 25, 2024
Wednesday Dec 25, 2024
In Episode 13 of the Stephen Lee-Thomas Show, we sit down with Charles Carillo, a multifamily real estate investor with over $200 million in assets under management and a portfolio of 3,000 multifamily units. Charles shares his journey from growing up in the trenches of property management with his father to mastering the art of syndication.
Discover how Charles transitioned from house hacking small multifamily properties to becoming a syndication powerhouse. Learn how to find your first deal, the key skills required for success, and why teamwork and mentorship are critical in multifamily real estate. Charles also explains the immense benefits of passive investing and how to build wealth through scalable investments.
What You’ll Learn:
The journey from house hacking to syndications
How mentorship and partners can accelerate your success
Why passive investing can be a game-changer
Episode Highlights:[00:00:00] – Introduction: Meet Charles Carillo[00:03:15] – From C-Class Properties to Syndications[00:08:30] – The Power of Passive Investing in Multifamily Deals[00:14:00] – Finding Your First Deal and Building a Team[00:19:45] – Key Traits of a Strong Partner Ways to Connect with Charles Carillo: Instagram: https://buff.ly/3BJMRXG LinkedIn: https://buff.ly/3Yz5eWx Media Page: https://buff.ly/3BCFuRW Facebook: https://buff.ly/41HXpRH Harborside Partners: https://buff.ly/4iHxu2C YouTube: https://buff.ly/33WLC0K Twitter: https://buff.ly/4gHFj6y👥 Watch the full episode in the Multifamily Mastery Hub!Visit www.skool.com/multfamilymasteryhub and fast-track your way to becoming a full-time real estate entrepreneur today!Subscribe to The Stephen Lee-Thomas Show: Stay updated with our latest episodes on Apple Podcasts, Spotify, Google Podcasts, or your favorite podcast platform.
Visit www.skool.com/multfamilymasteryhub and fast-track your way to becoming a full-time real estate entrepreneur today!
Connect with Us:
Skool Community
Website
Facebook
Instagram
LinkedIn
YouTube
Support the Show: Enjoy our content? Share with your family and friends and anyone who will benefit with the insight we shared today. Leave us a review on your preferred platform to help us grow or any suggestion.
Join Our Community: Become a part of our exclusive Skool community, Capital Raising Mastery Hub. Get valuable resources, engage in discussions, and receive support for real estate entrepreneurs. Join Now! We are live!
Contact Us: For inquiries, guest appearances, or sponsorship opportunities, contact us at info@raisegenius.ai.



Saturday Dec 14, 2024
From Teen to Multifamily Titan: Kylan Yarbrough’s Inspiring Journey at 21!
Saturday Dec 14, 2024
Saturday Dec 14, 2024
In Episode 12 of the Stephen Lee-Thomas Show, we sit down with Kylan Yarbrough, a young real estate powerhouse who at just 21 years old, is a general partner in 195 multifamily units with $20 million in assets under management. Kylan shares his incredible journey, starting in real estate at 17, and the strategies that propelled him to success. From setting ambitious goals to embracing fear as a catalyst for growth, Kylan offers invaluable insights for aspiring multifamily investors.
Discover how Kylan redefined what’s possible by leveraging mentorship, perseverance, and a clear vision for the future. Whether you’re just starting in real estate or looking for inspiration to scale your investments, this episode is packed with actionable advice and motivation.🎯 What You’ll Learn:
How to set and visualize actionable goals.
Tips for effective asset management in multifamily properties.
Strategies for increasing NOI and cutting expenses.
Why mentorship is key to scaling success.
Episode Highlight:
[00:00:00] – Introduction: Kylan Yarbrough’s background and journey into real estate.
[00:03:45] – The power of goal-setting and visualization techniques.
[00:07:30] – Overcoming fear and embracing discomfort to achieve success.
[00:12:15] – Asset management explained: Kylan’s role in maintaining investor trust.
[00:19:00] – Creative strategies for increasing NOI and managing expenses.
[00:25:45] – Repositioning a property: Lessons from rebranding and modernizing a portfolio.
[00:30:10] – The importance of mentorship and surrounding yourself with the right people.
[00:34:20] – Kylan’s long-term vision: 1,000 units, personal growth, and giving back.
Ways to Connect with Kylan Yarbrough:
Instagram: https://www.instagram.com/kylanmultikeys
LinkedIn: https://www.linkedin.com/in/kylan-y-365032216/overlay/about-this-profile/?lipi=urn%3Ali%3Apage%3Ad_flagship3_profile_view_base%3BAqRYN2I%2FR4yAgTCp9FW30g%3D%3D
Linktree: https://linktr.ee/Kylanmultikeys
👥 Watch the full episode in the Multifamily Mastery Hub!Visit www.skool.com/multfamilymasteryhub and fast-track your way to becoming a full-time real estate entrepreneur
Visit www.skool.com/multfamilymasteryhub and fast-track your way to becoming a full-time real estate entrepreneur today!
Connect with Us:
Skool Community
Website
Facebook
Instagram
LinkedIn
YouTube
Support the Show: Enjoy our content? Share with your family and friends and anyone who will benefit with the insight we shared today. Leave us a review on your preferred platform to help us grow or any suggestion.
Join Our Community: Become a part of our exclusive Skool community, Capital Raising Mastery Hub. Get valuable resources, engage in discussions, and receive support for real estate entrepreneurs. Join Now! We are live!
Contact Us: For inquiries, guest appearances, or sponsorship opportunities, contact us at info@raisegenius.ai.



Tuesday Dec 03, 2024
Tuesday Dec 03, 2024
In Episode 11 of the Stephen Lee-Thomas Show, we delve into the world of multifamily real estate and beyond with Nicholas DiLeone, a seasoned investor managing over $100 million in assets, including 1,700 apartment units and RV park pads. Nick shares his inspiring journey from a corporate real estate career to building his syndication business, emphasizing the value of mindset, partnerships, and diversification into asset classes like RV parks and triple net properties.
Discover why Nick believes in the power of teamwork, how he leverages social media for raising capital, and his strategies for navigating today’s commercial real estate challenges. Whether you’re new to multifamily or an experienced investor, this episode is packed with actionable insights.
What You’ll Learn:
The difference between fixed and growth mindsets in real estate.
How RV parks and triple net leases diversify income streams.
Strategic tips for raising capital and building investor trust.
Episode Highlights:[00:00:00] – Introduction to Nicholas DiLeone and his $100M real estate journey.[00:02:30] – Transition from corporate real estate to syndication.[00:08:45] – Fixed vs. growth mindset: Lessons for success.[00:15:10] – Diversification with RV parks and triple net leases.[00:25:00] – Challenges and strategies in raising capital today.[00:35:30] – Insights on scaling multifamily investments in 2025.[00:40:00] – Ways to connect with Nicholas and upcoming events.Ways to Connect with Nicholas DiLeone: Email: nick@leonerepartners.comLinkedIn: Nicholas DiLeone Facebook: Nicholas DiLeone Website (Company): Leaone RE Partners Instagram: Nicholas DiLeone
Visit www.skool.com/multfamilymasteryhub and fast-track your way to becoming a full-time real estate entrepreneur today!
Connect with Us:
Skool Community
Website
Facebook
Instagram
LinkedIn
YouTube
Support the Show: Enjoy our content? Share with your family and friends and anyone who will benefit with the insight we shared today. Leave us a review on your preferred platform to help us grow or any suggestion.
Join Our Community: Become a part of our exclusive Skool community, Capital Raising Mastery Hub. Get valuable resources, engage in discussions, and receive support for real estate entrepreneurs. Join Now! We are live!
Contact Us: For inquiries, guest appearances, or sponsorship opportunities, contact us at info@raisegenius.ai.



Tuesday Nov 19, 2024
Building a $250M Empire: Gary Lipsky’s Multifamily Strategies Revealed
Tuesday Nov 19, 2024
Tuesday Nov 19, 2024
In Episode 10 of the Stephen Lee-Thomas Show, we dive deep into the multifamily real estate world with Gary Lipsky, an experienced investor, podcast host, and best-selling author of Best in Class and Invest Smart. Gary shares his entrepreneurial journey, insights on spotting red flags in deals, and lessons from building a $250M portfolio. From his early mistakes as a passive investor to becoming an authority on asset management, Gary’s story offers invaluable takeaways for aspiring multifamily investors.
What You’ll Learn:
Key red flags to avoid as a passive investor.
The role of asset management in maximizing returns.
How to build trust and grow an investor base through authenticity.
Episode Highlights:[00:00:00] – Introduction: Meet Gary Lipsky.[00:05:45] – How early investing missteps shaped Gary’s strategy.[00:13:30] – Importance of focused markets in multifamily success.[00:20:12] – Empowering property management teams for optimal performance.[00:28:45] – Tips on capital raising and building a trusted network.[00:33:00] – Gary’s secret to sustained growth: Kaizen and quality.
Ways to Connect with Gary Lipsky:
Website: breakofdaycapital.com
LinkedIn: Gary Lipsky on LinkedIn
Instagram: @garylipsky
Podcast: Asset Management Mastery
Visit www.skool.com/multfamilymasteryhub and fast-track your way to becoming a full-time real estate entrepreneur today!
Connect with Us:
Skool Community
Website
Facebook
Instagram
LinkedIn
YouTube
Support the Show: Enjoy our content? Share with your family and friends and anyone who will benefit with the insight we shared today. Leave us a review on your preferred platform to help us grow or any suggestion.
Join Our Community: Become a part of our exclusive Skool community, Capital Raising Mastery Hub. Get valuable resources, engage in discussions, and receive support for real estate entrepreneurs. Join Now! We are live!
Contact Us: For inquiries, guest appearances, or sponsorship opportunities, contact us at info@raisegenius.ai.



Tuesday Nov 05, 2024
Tuesday Nov 05, 2024
In Episode 9 of the Stephen Lee-Thomas Show, we talk multifamily real estate with Lane Kawaoka, who has scaled his portfolio to $2.8 billion in assets under management. Lane shares his journey from working in engineering to becoming a full-time real estate investor. Discover why he transitioned from single-family homes to multifamily investments and the strategies he used to grow his portfolio.
Lane dives into the importance of scalability, finding the right partners, and building long-term wealth in real estate. This episode is packed with valuable insights for investors looking to transition from smaller investments to large-scale portfolios.
What You’ll Learn:
Lane’s path from engineering to full-time real estate investing.
How he scaled from single-family rentals to multifamily assets worth $2.8 billion.
The importance of building a network of accredited investors.
Tips for raising capital and forming strategic partnerships.
Why multifamily investing is a key strategy for financial independence.
Episode Highlights:
[00:00:00] – Introduction: Lane’s background and experience.
[00:02:15] – Transition to Real Estate: From engineering to investing.
[00:05:40] – Single-Family Challenges: Why scalability matters.
[00:10:25] – Moving to Multifamily: Scaling the portfolio.
[00:18:00] – Networking for Success: Building connections with accredited investors.
[00:21:30] – Partnering Up: Specializing in syndication roles.
[00:25:45] – Raising Capital: Tips and strategies for building an investor base.
[00:33:15] – Market Cycles: Insights on navigating real estate markets.
[00:36:10] – Closing and Contact Info: How to reach Lane.
Ways to Connect with Lane Kawaoka:Websites: The Wealth ElevatorLinkedIn: Lane KawaokaInstagram: Lane KawaokaPodcast: The Wealth Elevator
Visit www.skool.com/multfamilymasteryhub and fast-track your way to becoming a full-time real estate entrepreneur today!
Connect with Us:
Skool Community
Website
Facebook
Instagram
LinkedIn
YouTube
Support the Show: Enjoy our content? Share with your family and friends and anyone who will benefit with the insight we shared today. Leave us a review on your preferred platform to help us grow or any suggestion.
Join Our Community: Become a part of our exclusive Skool community, Capital Raising Mastery Hub. Get valuable resources, engage in discussions, and receive support for real estate entrepreneurs. Join Now! We are live!
Contact Us: For inquiries, guest appearances, or sponsorship opportunities, contact us at info@raisegenius.ai.



Wednesday Oct 16, 2024
Wednesday Oct 16, 2024
In Episode 8 of the Stephen Lee-Thomas Show, we talk multifamily real estate with Jorge Abreu, who scaled his portfolio to $650M in assets. He shares how he transitioned from single-family homes to multifamily and why shifting from a “do-it-all” mentality to delegation was crucial for his success.
Jorge discusses vetting partners, the benefits of multifamily investing, and navigating today’s market. If you want to scale your business or grow from small investments to large portfolios, this episode is full of valuable insights.
What You’ll Learn:
Jorge’s journey from single-family homes to multifamily investing.
The mindset shift that helped him delegate and scale to $650M AUM.
Why the right partners are key to long-term success.
Tips for balancing business growth and family life.
Why now is a good time to invest in real estate.
Episode Highlights:
[00:00:00] – Introduction: Jorge’s background and experience.
[00:02:30] – Balancing Business and Family: Prioritizing family while scaling.
[00:05:15] – Delegation: Empowering the team.
[00:10:45] – Why Multifamily?: Why he switched to multifamily.
[00:15:30] – Vetting Partners: Choosing the right business partners.
[00:20:40] – Advice for New Investors: Tips for beginners.
[00:30:00] – Becoming a Solid Operator: Importance of strong operations.
[00:45:00] – Market Outlook: Current real estate opportunities.
[00:50:00] – Closing and Contact Info: How to reach Jorge.
Ways to Connect with Jorge Abreu:Websites:Real EstateConstruction Property Management Facebook account:Jorge AbreuElevate CIGInstagram account:Jorge AbreuElevate CIGElevate YouTube Channel:Elevate CIGLinkedIn account:Jorge ArbeuElevate CIGTikTok:
Visit www.skool.com/multfamilymasteryhub and fast-track your way to becoming a full-time real estate entrepreneur today!
Connect with Us:
Skool Community
Website
Facebook
Instagram
LinkedIn
YouTube
Support the Show: Enjoy our content? Share with your family and friends and anyone who will benefit with the insight we shared today. Leave us a review on your preferred platform to help us grow or any suggestion.
Join Our Community: Become a part of our exclusive Skool community, Capital Raising Mastery Hub. Get valuable resources, engage in discussions, and receive support for real estate entrepreneurs. Join Now! We are live!
Contact Us: For inquiries, guest appearances, or sponsorship opportunities, contact us at info@raisegenius.ai



Wednesday Oct 02, 2024
Breaking Through Real Estate Barriers: Jon Steenburgen’s Path to 50 Properties (Part 2)
Wednesday Oct 02, 2024
Wednesday Oct 02, 2024
In Episode 7 of the Stephen Lee-Thomas Show, we continue our conversation with Jon Steenburgen as he dives deeper into his real estate journey. In Part 2, Jon shares how he scaled to 50 properties and the importance of taking action despite obstacles. Learn the valuable lessons Jon gained from his early deals, why persistence is key, and how building relationships helped him succeed in the competitive real estate market.
What You'll Learn:
How to build a real estate portfolio by embracing failure and staying persistent
The importance of taking action and avoiding "paralysis by analysis"
Jon's advice for beginners on mentorship and learning from mistakes
Episode Highlights:
[00:00] Picking up from Part 1: "Yeah, but the moral of the story there is just because you join a group, however expensive it is, does not guarantee your success..."
[02:00] The lessons learned from Jon's first real estate deal and how he gained confidence
[06:00] Overcoming obstacles and scaling to 50 properties: Jon’s secret to success
[10:00] Importance of persistence and learning through failure
[12:30] Key advice for beginners: Ready, fire, aim, and take action
[16:00] Navigating today’s real estate market and John’s future plans
Guest Info:
Jon Steenburgen is a dedicated real estate investor who has scaled to 50 properties by leveraging failure, persistence, and taking calculated risks. With a strong foundation in mentorship and real-world experience, Jon offers invaluable advice for both new and seasoned investors.Ways to Connect with John Steenburgen:
Facebook: Posh Property Solutions
LinkedIn: Jon Steenburgen
Instagram: @Poshpropertysolutions
Website: Posh Property Solutions
Subscribe to The Stephen Lee-Thomas Show: Stay updated with our latest episodes on Apple Podcasts, Spotify, Google Podcasts, or your favorite podcast platform.
Visit www.skool.com/multfamilymasteryhub and fast-track your way to becoming a full-time real estate entrepreneur today!
Visit www.skool.com/multfamilymasteryhub and fast-track your way to becoming a full-time real estate entrepreneur today!
Connect with Us:
Skool Community
Website
Facebook
Instagram
LinkedIn
YouTube
Support the Show: Enjoy our content? Share with your family and friends and anyone who will benefit with the insight we shared today. Leave us a review on your preferred platform to help us grow or any suggestion.
Join Our Community: Become a part of our exclusive Skool community, Capital Raising Mastery Hub. Get valuable resources, engage in discussions, and receive support for real estate entrepreneurs. Join Now! We are live!
Contact Us: For inquiries, guest appearances, or sponsorship opportunities, contact us at info@raisegenius.ai.



Wednesday Sep 25, 2024
From Rejection to Real Estate Success: Jon Steenburgen’s Inspiring Journey (Part 1)
Wednesday Sep 25, 2024
Wednesday Sep 25, 2024
In Episode 6 of the Stephen Lee-Thomas Show, we talk to Jon Steenburgen, a real estate entrepreneur who went from receiving a college rejection letter to building a successful career in real estate. In Part 1, John shares how his struggles in high school led him to the Army, where he found new purpose, and how his journey into real estate began after discovering podcasts. Hear about Jon’s pivotal moments, including how he secured his first real estate deal and the lessons he learned from failure that set the foundation for his future success.
What You'll Learn:
The mindset shift that helped John overcome rejection and failure
How Jon’s time in the Army influenced his approach to real estate
The critical steps to securing his first real estate deal
Episode Highlights:
[00:01:00] Introduction to Jon Steenburgen and his story of rejection and resilience
[02:00] College rejection and spiraling downward: how Jon’s rock bottom pushed him into the Army
[06:30] Jon’s transformative experiences in the Army and the decision to leave for a better future
[10:00] Frustrations with a 9-to-5 life and discovering real estate through podcasts
[16:00] How Jon secured his first real estate deal and the hard lessons learned
[23:30] End of Part 1: Jon discusses not wanting to get stuck in a cycle of inaction.
Guest Info:
Jon Steenburgen is a dedicated real estate entrepreneur who turned failure into fuel for his real estate journey. His experience spans from military service to becoming a full-time real estate investor, leveraging mentorship, podcasts, and networking to scale his success.Ways to Connect with John Steenburgen:
Facebook: Posh Property Solutions
LinkedIn: Jon Steenburgen
Instagram: @Poshpropertysolutions
Website: Posh Property Solutions
Subscribe to The Stephen Lee-Thomas Show: Stay updated with our latest episodes on Apple Podcasts, Spotify, Google Podcasts, or your favorite podcast platform.
Visit www.skool.com/multfamilymasteryhub and fast-track your way to becoming a full-time real estate entrepreneur today!
Connect with Us:
Skool Community
Website
Facebook
Instagram
LinkedIn
YouTube
Support the Show: Enjoy our content? Share with your family and friends and anyone who will benefit with the insight we shared today. Leave us a review on your preferred platform to help us grow or any suggestion.
Join Our Community: Become a part of our exclusive Skool community, Capital Raising Mastery Hub. Get valuable resources, engage in discussions, and receive support for real estate entrepreneurs. Join Now! We are live!
Contact Us: For inquiries, guest appearances, or sponsorship opportunities, contact us at info@raisegenius.ai.








