Zen and the Art of Real Estate Investing Jonathan Greene

While creating a profit is the ultimate goal of real estate investing, when you prioritize people, you can make positive ripple effects throughout the community.
On this episode of Zen and the Art of Real Estate Investing, Jonathan interviews Loren Jacobs, co-founder of Arrows Capital Group in Nashville, Tennessee. Arrows Capital Group is committed to putting people at the forefront of investments and has a strategy designed to impact the communities it engages with.
During Jonathan and Loren’s conversation, you’ll hear why there’s a stigma attached to real estate and the social impact it can have, why Loren prioritizes “paying it forward” before profit, and his early exposure to real estate through his family members who worked in the business. Loren explains how culture influences who a community attracts, how they switched from multifamily assets to assisted living facilities, and why people move out. Jonathan and Loren also cover the demographics and financials of investing in assisted living, overcoming the inefficiencies in a facility’s processes and systematizing operations, and what makes cash flow stronger in an assisted living facility versus traditional multifamily. You’ll also hear why the type of building used for assisted living doesn’t bode well for many other business plans, how to perform a supply-and-demand analysis on each property purchase, and where Loren purchases these properties. Finally, Loren shares why he keeps property management in-house for now, why you shouldn’t expect your first few deals to be monetary gains but educational, and how you can present yourself to successful investors to find a mentor.
Real estate isn’t always about monetary gains, especially when you’re helping vulnerable populations. By prioritizing the community, Loren Jacobs discovered that profit often follows.
In this episode, you will hear:
The stigma attached to real estate and the social impact it can have Why Loren Jacobs prioritizes “paying it forward” before profit His exposure to real estate through his family working in the business and why he resisted becoming an agent The most exciting part of real estate for Loren and his wife How culture plays into who a community attracts The catalyst behind switching from multifamily assets to assisted living facilities Providing peace of mind to the loved ones of seniors who need assisted living The three reasons people move out of assisted living centers Some key things to look for in demographics and financials if you’re considering investing in assisted living Overcoming inefficiencies in an assisted living’s processes and systematizing operations What makes cash flow stronger in an assisted living facility versus a traditional multifamily The value of the building outside of its intended purpose and why it doesn’t bode well for many other business plans Performing a supply-and-demand analysis on each property Loren purchases Where Loren is purchasing assisted living facilities Why he keeps property management in-house for now The founding of Arrows Capital Group Viewing your first few deals as a “learning season” and getting ROI on that education Some steps you can take to find a mentor from someone successful in the space you want to be in 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/151/ to download it.
Supporting Resources:
Arrows Capital Group -

Sometimes, the W-2 job isn’t an option, and you have to look for alternatives. When Megan Ahern’s husband was ready to exit the Marines, they knew they needed to look at alternate career paths.
On this episode of Zen and the Art of Real Estate Investing, Jonathan interviews Megan Ahern, a rebel turned real estate investor who’s been steadily investing in Lincoln, Nebraska, since 2018 with her husband. When Jeff, Megan’s husband, was medically released from the Marines, they went all in on real estate investing. Together, they’ve had more than 80 units in and around Lincoln. Megan also owns a staging company, and they have experience investing in sober living homes.
Jonathan and Megan open their conversation by exploring why Megan and her husband chose Lincoln, Nebraska, to invest and how she got her husband on the same page with investing. You’ll hear how they initially found properties, why using hard money eventually limited the size of the flips she could do, and how building relationships with local lenders helped expand the business. She shares the role of reputation and authenticity in her success, how they decide whether or not to keep a property, and what she loves about sober living properties. Megan explains why she’s looking for more mid-term rentals, her seven-plex nightmare property, and what drew her into the staging business. Finally, Jonathan and Megan cover why staging matters in flipping homes, her advice for new flippers, and how becoming a licensed agent helped their business.
Megan is a seasoned flipper whose advice you won’t want to miss if flipping is on your radar.
In this episode, you will hear:
Megan Ahern’s start in real estate with her husband when he left the military Why they chose Lincoln, Nebraska, to invest The appeal of being a little fish in a little pond in a market like Lincoln Being on the same page with your spouse in real estate and why you have to have the same end goals in mind How they initially located properties and the size of the renovations they took on Megan’s use of hard money to flip homes and why it limited the size of the flips she could do Building relationships with local lenders to grow the real estate business The decisions small, local banks can make versus national banks The importance of reputation and authenticity in finding more deals How Megan and her husband decide whether or not to keep a property Her involvement with sober living and why she loves it Why she’s looking for more mid-term rental properties A bad multifamily purchase and why it’s deterring her from purchasing more Who Megan’s mid-term renters are and what they’re looking for in a property The importance of staging and how the business has changed since Megan began staging Where Megan puts her focus in her staging business, how she avoids warehousing a lot of items, and why it’s a vital part of flipping homes Megan’s advice for new investors who want to flip homes How being a licensed agent has impacted Megan’s success in real estate 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/150/ to download it.
Supporting Resources:
Visit Megan Ahern’s website - tattyinvestor.com
Connect with The Tatty Investor on Facebook - facebook.com/thetattyinvestor
The Tatty Investor on Instagram - www.instagram.com/the_tatty_investor
Website - www.streamlined.properties
YouTube - www.youtube.co

Creating trust with clients is essential to operating syndications and commercial investment properties. Building that trust is a cornerstone of long-term investing relationships.
On this episode of Zen and the Art of Real Estate Investing, Jonathan welcomes Nic DeAngelo, president of Saint Investment Group. Saint Investment Group looks into large-scale distressed asset purchases and innovative syndications. Nic has more than two decades of experience in real estate and is an expert in investing and capital raising, specializing in real estate and debt markets.
Jonathan and Nic explore Nic’s early exposure to real estate through books and a lifelong love of learning. You’ll hear Nic’s experiences with construction and banking, as well as how his family influenced where he decided to put his money. Nic explains what drew him to commercial real estate, why no particular personality type archives success in this industry, and the various jobs he tried before landing on his niche. Nic shares his perspective on residential versus commercial real estate, why scale determines your buy box, and offering clients transparency so that what you’re offering them is easy to understand. He reveals the two ways he decides whether to move forward with a deal, the influence baby boomers have on the market, and the impact of inflation, risk tolerance, and politics on investor timelines. Finally, Jonathan and Nic dig into not being afraid to invest with your “competition” in other asset classes, the value of providing education to your clients, and Nic’s advice for new investors.
In this episode, you will hear:
Nic DeAngelo’s exposure to real estate through books and lifelong learning, particularly Gary Keller’s book, “The Millionaire Real Estate Investor” His experiences in construction and banking and merging them to become an investor How Nic’s early experiences within his own family influenced where he put his money What drew him to commercial real estate The variation of personality types who achieve success in real estate in different niches Various jobs Nic tried before finding his niche Nic’s perspective on residential real estate versus commercial in the United States Why the scale of the operation determines the buy box The importance of transparency at such a level that clients can glance at a single page and grasp it Two ways Nic determines what deal to move toward and how the baby boomers are influencing the market How inflation, risk tolerance, and politics are impacting investors’ timelines Investing with your “competition” when they’re more versed in an asset class than you The two asset classes Nic specializes in Why education makes clients more likely to invest Nic DeAngelo’s advice for new investors 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/149/ to download it.
Supporting Resources:
Visit the Saint Investment Group website - https://saintinvestment.com/
Nic DeAngelo’s YouTube channel - www.youtube.com/channel/UC-3YDyPnB9qhIzkVfgOnjjg
Find Nic on Facebook - www.facebook.com/Nic.Deangelo1
Nic’s Instagram - www.instagram.com/nicdeangelo
Connect with Nic on LinkedIn - www.linkedin.com/in/nic-deangelo
Nic on Twitter/X - twitter.com/NicDeAngelo_
Nic DeAngelo on TikTok - www.tiktok.com/@nicdeangelo?lang=en
Website - www.streamlined.properties
YouTube - www.youtube.com/c/JonathanGreeneRE/videos
I

Mindset could be your key to unlocking success in real estate investing.
On this episode of Zen and the Art of Real Estate Investing, Jonathan welcomes back Alyssa Holbrook, a master coach specializing in real estate investing, for a conversation on the power of mindset and strategic thinking. Alyssa shares her evolution from coaching small investors to high-net-worth individuals, highlighting the impact of personal growth. She stresses tailored coaching to navigate unique challenges and scale up investments, offering a perspective on how believing in bigger possibilities can open up greater opportunities.
Jonathan and Alyssa explore the downsides of overanalyzing properties, making lowball offers, and discuss the balance between high returns and risk management. Alyssa points out the importance of confidence and proactivity in making sound investment decisions. You’ll also hear how different personality traits influence investment strategies and why you must understand your strengths and weaknesses. Trust and mentorship are critical elements for success, and Alyssa shares some tips for finding the right mentor and building meaningful, mutually beneficial relationships.
Finally, Alyssa reveals some personal experiences and advice on combining detailed data analysis with firsthand property inspections. Learn how to navigate current market conditions, overcome emotions, and make informed choices.
Whether you're new to real estate or an experienced investor, Alyssa offers tips for maintaining confidence, consistency, and dedication for long-term success.
In this episode, you will hear:
The importance of personal transformation and strategic thinking for scaling investments Balancing returns and managing risks in real estate investment Overcoming the drawbacks of over-analyzing and lowball offers How different personality traits affect investment strategies Alyssa Holbrook’s advice for finding and building meaningful relationships with mentors Decisiveness and the adaptability to weather fluctuating markets Strategically using home equity lines of credit in high-interest environments Combining thorough research with firsthand property inspections Alyssa’s strategies for scaling portfolios and the importance of consistency Her advice on building partnerships and leveraging competitive advantages Effective mentor-mentee relationships and structured coaching benefits Avoiding emotional involvement and remaining focused on sound investment decisions 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/148/ to download it.
Supporting Resources:
Alyssa Holbrook’s Instagram account - www.instagram.com/alyssaholbrookcoach
Connect with Alyssa on LinkedIn - www.linkedin.com/in/alyssa-holbrook-a190072a
Schedule a free consultation with Alyssa - alyssaholbrook.as.me/schedule/6cf22db2/appointment/10386675/calendar/3025623?appointmentTypeIds%5B%5D=10386675
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 - https://www.zillow.com/profile/StreamlinedReal
Bigger Pockets - www.biggerpockets.com/users/TrustGreene
Facebook - www.facebook.com/streamlinedproperties
Email - info@streamlined.properties
Episode Credits
If you like this podcast and are thinking of creating your

What if you could turn real estate into a vehicle for positive social change?
On this episode of Zen and the Art of Real Estate Investing, Jonathan interviews Devana Came, a real estate investor passionate about creating high-quality sober living homes. From transparency with landlords to the fine line between profit and care, Devana offers her insights for those who want to make a meaningful impact through real estate.
Devana reveals how the design and furnishing of a home can affect someone's recovery journey. She explains that a hands-on, compassionate approach can make all the difference, turning sober living homes into sanctuaries rather than just profit-generating assets. Her approach contrasts with the detached, financial mindset that can lead to less supportive living conditions. Jonathan and Devana also explore the ethical considerations and regulatory standards key to maintaining high-quality sober living spaces, ensuring these homes uplift and support their residents.
Jonathan and Devana delve into the challenges of managing a sober living home. She shares some practical methods for nurturing a supportive community, including dealing with NIMBY (Not In My Backyard) neighbors and staff dynamics. Devana also underscores the potential of new build projects and co-living arrangements to enhance the sense of community and support within these homes.
Devana's experiences and advice offer valuable guidance for creating sober living homes that make a difference.
In this episode, you will hear:
The main differences between owning and leasing sober living homes Creating transparency with landlords and the importance of community engagement The impact of thoughtful design and furnishing on recovery environments Some ethical considerations in sober living real estate investments Managing staff, conflict resolution, and reducing neighborhood opposition The financial and emotional rewards of investing in sober living homes The benefits of high-quality environments for resident morale and recovery outcomes Regulatory standards and distinctions between sober living homes and halfway houses Some of Devana’s strategies for successful operation, including the use of ADUs and co-living arrangements Devana's future plans and her mission to set quality standards in sober living homes 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/147/ to download it.
Supporting Resources:
Connect with Devana Came on Instagram - www.instagram.com/devanainvests
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 - https://www.zillow.com/profile/StreamlinedReal
Bigger Pockets - www.biggerpockets.com/users/TrustGreene
Facebook - www.facebook.com/streamlinedproperties
Email - info@streamlined.properties
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.

Lisa Moore's path from a W-2 job to achieving time freedom with real estate investing is nothing short of inspirational.
On this episode of Zen and the Art of Real Estate Investing, Jonathan sits down with Lisa to talk about how she created the life she wanted. Influenced early on by her mom's best friend, a top real estate agent, Lisa leaped into real estate investing when she moved to Utah. She shares her strategies for house hacking and turning single-family homes into income-generating properties, which allowed her to leave the corporate world at 37. Lisa also discusses planning for maintenance and vacancies to maintain profitability.
Jonathan and Lisa discuss on-market MLS listings and off-market opportunities. Lisa emphasizes building relationships with neighbors and brokers, leading to lucrative deals and insights into local markets. You’ll hear the benefits of focusing on small to midsize multifamily units and the advantages of seller financing, especially when dealing with retiring baby boomers. Lisa's thoughts on local versus expanding markets are revealing for investors considering geographic diversification.
Understanding real estate as a Limited Partner (LP) or an active investor can be critical. Lisa touches on the nuances of both roles and the importance of transparency and education from sponsors. She shares her experiences creating resources for new LPs and highlights the value of genuine connections and educating potential investors. By aligning with others with similar lifestyles and goals, Lisa has created a sustainable business model centered around long-term relationships in the investing community.
Lisa Moore has achieved financial freedom, designed her ideal lifestyle through real estate, and is laying out exactly how she did it for you.
In this episode, you will hear:
Lisa Moore's path from W2 employee to financial independence at age 37 House hacking and transforming single-family homes into income-generating properties Strategies Lisa uses for planning maintenance and managing vacancies in real estate Her methods to initiate property deal flow, including MLS listings and off-market opportunities Building relationships with neighbors and brokers Lisa’s focus on local markets, specifically Utah and Idaho, and their advantages The benefits of targeting small to midsize multifamily units owned by retiring baby boomers The role of seller financing in real estate transactions Understanding the differences between being a Limited Partner (LP) and an active investor The importance of transparency and education from sponsors in investing Lisa Moore’s tips for building genuine connections and educating potential investors Using real estate as a tool for lifestyle architecture and achieving time freedom Creating long-term relationships with investors and aligning with like-minded people Overcoming challenges and embracing mistakes as learning opportunities Emphasizing quality over quantity in real estate investing and having long-term strategies 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/146/ to download it.
Supporting Resources:
Visit Moore Life Capital’s website - www.MooreLifeCapital.com
Find Lisa Moore on YouTube - youtube.com/@lisafieldmoorerealestate
Lisa on Facebook - www.facebook.com/share/1AYprpqH7GkcnxSA/?mibextid=qi2Omg
Lisa’s Instagram account - www.instagram.com/mooredoorswithlisa
Connect wit