227: How To Perfect Your Real Estate Side Hustle with Devon Kennard
Zen and the Art of Real Estate Investing
Release Date: 03/24/2025
248: Beating the Drum to the REIT Beat with David Auerbach
Zen and the Art of Real Estate Investing
In this episode of Zen and the Art of Real Estate Investing, Jonathan welcomes REIT industry veteran David Auerbach, Chief Investment Officer at Hoya Capital and publisher of The Daily REITBeat Newsletter. David shares his 25-year journey in the world of real estate investment trusts (REITs), helping listeners understand how REITs work, how they fit into a balanced portfolio, and why they’re a powerful option for long-term, income-focused investing. They break down the differences between public and private REITs, explain why REITs can be a great entry point for investors seeking exposure to...
info_outline
247: Going From Investor To Investor-Friendly Agent with Niyi Adewole
Zen and the Art of Real Estate Investing
In this episode of Zen and the Art of Real Estate Investing, Jonathan sits down with Niyi Adewole—real estate investor, short-term rental operator, and investor-friendly agent—to discuss the journey from first house hack to a thriving real estate business. Niyi shares how he transitioned from medical device sales to building a 30-unit portfolio in Louisville, Kentucky, before shifting into short-term rental management, new development, and becoming a trusted guide for other investors through his real estate team and podcast. Jonathan and Niyi explore the realities of house hacking, the...
info_outline
246: Multifamily Success Through Transparency and Rigorous Due Diligence with Gary Lipsky
Zen and the Art of Real Estate Investing
In this episode of Zen and the Art of Real Estate Investing, Jonathan is joined by Gary Lipsky, founder of Break of Day Capital, to explore what it takes to succeed in multifamily real estate syndication. Gary shares how he went from buying his first fixer-upper in Los Angeles to managing over 3,200 apartment units across Arizona. With an emphasis on transparency, due diligence, and investor education, Gary discusses how his firm evaluates markets, selects value-add properties, and builds long-term relationships with investors. They dive deep into the differences between Class A and B assets,...
info_outline
245: How Alternative Assets Can Create Passive Investing Mastery with Patrick Grimes
Zen and the Art of Real Estate Investing
In this episode of Zen and the Art of Real Estate Investing, Jonathan welcomes Patrick Grimes, founder of Passive Investing Mastery and Invest on Main Street. Patrick shares how a painful first deal during the 2008 crash reshaped his investing mindset, leading him to focus on long-term wealth accumulation, cash flow, and true portfolio diversification. What began with single-family rentals eventually expanded into large multifamily syndications, recession-resilient markets, and alternative assets, including litigation finance and debt funds. Patrick walks listeners through how he helps...
info_outline
244: Unlocking the Strategy of Rentals Made Easy with Jessie Lang
Zen and the Art of Real Estate Investing
In this episode of Zen and the Art of Real Estate Investing, Jonathan sits down with Jessie Lang, founder of Unlocked Rentals and author of “Rentals Made Easy,” to explore her journey from a $92,000 condo to a self-managed 70+ unit portfolio. Jessie shares how she unknowingly began house hacking out of necessity, transitioned into full-time investing, and eventually found her stride using the BRRRR method and private money. From Craigslist roommates and DIY renovations to managing properties remotely and building a team, Jessie reveals how she scaled her business without skipping the hard...
info_outline
243: Transforming Underutilized Properties Into High-Performing Assets with Jonah Bamberger
Zen and the Art of Real Estate Investing
In this episode of Zen and the Art of Real Estate Investing, Jonathan sits down with Jonah Bamberger, managing partner and executive chairman of Aulder Capital. Jonah shares the full arc of his real estate journey—from early value-add deals in Brooklyn to large-scale multifamily, hospitality, and international development in Portugal. What began as a side project with a friend quickly became a full-time business as the duo capitalized on post-2008 opportunities. Jonah dives into how Aulder Capital adapts to shifting markets, navigates regulatory hurdles, and chooses when to pivot between...
info_outline
242: Finding Solutions For Your 1031 Exchange Without the Hassle of Management with Ben Carmona
Zen and the Art of Real Estate Investing
In this episode of Zen and the Art of Real Estate Investing, Jonathan welcomes Ben Carmona, Managing Partner at Perch Wealth, to break down the mechanics and opportunities of the 1031 exchange. With over two decades of experience, Ben clarifies a complex process that can intimidate even seasoned investors. He shares how real estate owners, especially those nearing retirement, can defer taxes, move into passive income streams, and preserve wealth through tools like the Delaware Statutory Trust (DST). Jonathan and Ben cover everything from early planning to misconceptions about like-kind...
info_outline
241: Creating Life On Your Terms Through Real Estate Investing with Laura Navaquin
Zen and the Art of Real Estate Investing
In this episode of Zen and the Art of Real Estate Investing, Jonathan welcomes Laura Navaquin—a mother, entrepreneur, and real estate investor who built her portfolio from the ground up alongside her husband. Starting with a credit card-funded mentorship and no prior experience, Laura began wholesaling in New Jersey and eventually scaled their portfolio to over 20 doors across six states. Laura shares her evolution from side hustler to full-time investor, revealing how consistency, networking, and creative financing became the pillars of their growth. She breaks down the realities of...
info_outline
240: Investing In Historically Recession Resistant Real Estate Assets with Paul Moore
Zen and the Art of Real Estate Investing
In this episode of Zen and the Art of Real Estate Investing, Jonathan sits down with Paul Moore, Founder and Managing Partner of Wellings Capital, a private equity firm specializing in recession-resistant real estate investments. With a rich background in entrepreneurship and investing, Paul shares his evolution from speculative investor to a disciplined advocate of Warren Buffett's principles, emphasizing the power of saying “no” and prioritizing long-term, stable investments. The conversation explores the importance of rigorous due diligence, operator selection, and maintaining a...
info_outline
239: Why Mobile Home Parks Are America's Most Stable Real Estate with Jack Martin
Zen and the Art of Real Estate Investing
In the real estate world, mobile home parks aren’t viewed as a glamorous asset class, but today’s guest explains why you should give this asset class a second look. On today’s episode of Zen and the Art of Real Estate Investing, Jonathan interviews Jack Martin, co-founder of 52TEN. Jack began his real estate career in Arizona, where he sourced off-market properties and acquired and sold over 2,000 single-family homes, as well as more than 900 apartment units. In 2016, Jack entered the mobile home park business. Since then, he’s acquired 1,500 mobile home park lots. Jonathan and Jack...
info_outlineCreating a real estate side hustle can be a great way to hone your skills while continuing to build your primary source of real estate income. Today’s guest has a new book that teaches you exactly how to do it.
On this episode of Zen and the Art of Real Estate Investing, Jonathan welcomes returning guest Devon Kennard. Devon is a former NFL pro football player and author of the new book “Real Estate Side Hustle.” He is also an investor and a lender.
Jonathan and Devon dive into their conversation by discussing Devon’s new book, “Real Estate Side Hustle,” and what you can learn from it. Devon shares how he’s building systems to create processes using AI, the importance of identifying your side hustle goal, and why he dislikes the lack of control in syndications. You’ll hear the difference between fast and slow money, why you should be continuously learning, and the four components of a good real estate team. Finally, Jonathan and Devon cover why cheaper markets and properties aren’t necessarily the best investing method and why you should view your real estate business as a ticket to FIRE.
A career in real estate doesn’t mean you have to focus on just one component. Devon Kennard explains how creating a side hustle within the industry can help you achieve your goals faster.
In this episode, you will hear:
- Devon Kennard’s inspiration for his second book, “Real Estate Side Hustle”
- Calculated risk and building out systems to create a process using AI
- Identifying what’s most important in your side hustle and focusing on those goals
- Why Devon began lending primarily in his local area instead of across the country
- His experiences with syndications and why he dislikes the lack of control in them
- Fast versus slow money
- Creating a side hustle alongside your career and not idealizing retirement but instead creating time freedom
- The importance of continuous learning
- Devon’s ideal client for 42 Solutions and his preference for experienced borrowers
- The four components of a good team: deal finder, contractor, property manager, and lender
- Why starting in the cheaper markets and properties isn’t always the best investing method
- The social media influence to count doors and why it isn’t always the best indicator of wealth
- Business as the ticket to FIRE
Follow and Review:
We’d love for you to follow us if you haven’t yet. Click that purple '+' in the top right corner of your Apple Podcasts app. We’d love it even more if you could drop a review or 5-star rating over on Apple Podcasts. Simply select “Ratings and Reviews” and “Write a Review” then a quick line with your favorite part of the episode. It only takes a second and it helps spread the word about the podcast.
If you enjoyed this episode, we've created a PDF that has all of the key information for you from the episode. Just go to the episode page at https://zenandtheartofrealestateinvesting.com/podcast/227/ to download it.
Supporting Resources:
Devon Kennard’s website - www.devonkennard.com
Find Devon on YouTube - www.youtube.com/@devonkennard42
Devon’s Facebook page - www.facebook.com/DevonKennard
Devon on Instagram - www.instagram.com/devonkennard/?hl=en
Connect with Devon Kennard on LinkedIn - www.linkedin.com/in/devon-kennard-b1080547
Devon’s Twitter/X - x.com/devonkennard
42 Solutions website - weare42solutions.com
Get Devon’s new book, “Real Estate Side Hustle” - store.biggerpockets.com/products/real-estate-side-hustle
Website - www.streamlined.properties
YouTube - www.youtube.com/c/JonathanGreeneRE/videos
Instagram - www.instagram.com/trustgreene
Instagram - www.instagram.com/streamlinedproperties
TikTok - www.tiktok.com/@trustgreene
Zillow - www.zillow.com/profile/StreamlinedReal
Bigger Pockets - www.biggerpockets.com/users/TrustGreene
Facebook - www.facebook.com/streamlinedproperties
Email - [email protected]
Episode Credits
If you like this podcast and are thinking of creating your own, consider talking to my producer, Emerald City Productions. They helped me grow and produce the podcast you are listening to right now. Find out more at https://emeraldcitypro.com Let them know we sent you.