From Permits to Payoffs: Navigating City Departments as a Baltimore Investor

About this episode

Jacob Benzaquen shares insights on navigating the complexities of investing in Baltimore's real estate market.

Real estate investor and Micasa Title partner Jacob Benzaquen joins Yaakov to break down the realities of investing in Baltimore. From surviving the 2008 housing crash and managing multifamily properties to tackling city bureaucracy, vendor hurdles, and regulatory red tape, Jacob shares hard-earned lessons on risk management, vendor relationships, and building lasting success. Whether you’re an out-of-state investor sizing up Baltimore or a local professional facing the city’s unique challenges, this episode offers practical strategies, candid insights, and long-term vision for navigating one of the most complex—but opportunity-filled—markets in real estate.

People in this episode

Host: Yaakov Kanevsky

Guest: Jacob Benzaquen

Topics covered

• real estate investing
• Baltimore market
• city bureaucracy
• risk management
• vendor relationships
• regulatory challenges

Keywords

• real estate
• Baltimore
• investing
• city departments
• risk management
• multifamily properties
• vendor hurdles

Mentioned in this episode

Places: Baltimore

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