Jonathan Greene sits down with Chris Grenzig, founder of JAG Property Management and JAG Capital Partners, a vertically integrated multifamily firm focused on Jacksonville and Orlando. Chris walks through his evolution from working at Toro to moving markets, taking on a 16-unit value-add deal, and learning property and construction management by doing. He and Jonathan explore what it's been like to operate through COVID, explosive rent growth, and then a sharp pullback in Florida.

As the conversation unfolds, Chris breaks down how he approached that first 16-unit acquisition, the role his prior asset management experience played, and why local market knowledge became his unfair advantage. He speaks candidly about Florida's recent "perfect storm" of falling rents, rising insurance, and higher interest rates, and how those forces have impacted his portfolio and his investors. Chris and Jonathan also get tactical on out-of-state investing, the limits of BRRRR and flipping in today's environment, and the differences between property management and true asset management.

Listeners will come away with a grounded understanding of what it really looks like to buy, renovate, refinance, and hold in a shifting market—and how to keep investor trust when the numbers don't go as planned. Chris's experience navigating tough cycles in Florida offers real-world lessons on conservative underwriting, staying honest with investors, and building a property management business that serves both accidental landlords and more sophisticated owners.

• How Chris transitioned from working at Toro to moving to Jacksonville and taking on his own 16-unit value-add property

• Why he chose to self-manage and oversee construction on a deal he'd never managed at that level before

• How COVID, rent drops, rising insurance, and interest rate hikes combined into a "perfect storm" for Florida multifamily

• Why local market knowledge and conservative underwriting matter more than ever in today's environment

• The realities and limitations of flipping and BRRRR strategies in higher-rate, higher-cost markets

• What investors should look for in a property manager—and why asset management and property management are not the same thing

If you enjoy the show, please follow Zen and the Art of Real Estate Investing on Apple Podcasts and leave a rating and review. It helps other listeners discover these conversations and supports the show's growth.

Connect with Chris Grenzig:

Website: https://orlandoproperty.management/

Facebook: https://www.facebook.com/chris.grenzig

Instagram: https://instagram.com/chris.grenzig

LinkedIn: https://www.linkedin.com/in/chris-grenzig/

Connect with Jonathan:

Website - www.streamlined.properties

YouTube - www.youtube.com/c/JonathanGreeneRE/videos

Instagram - www.instagram.com/trustgreene

Instagram - www.instagram.com/streamlinedproperties

Zillow - www.zillow.com/profile/streamlinen​j

Bigger Pockets - www.biggerpockets.com/users/jonathangreene

Facebook - www.facebook.com/streamlinedproperties

Email - info@streamlined.properties

This episode was produced by Outlier Audio.