Ep 88 Building, Scaling & Acquiring in Property Management with Ben Parham

Ep 88 Building, Scaling & Acquiring in Property Management with Ben Parham

From The Road Less Traveled by Tiffany Rosenbaum

May 26, 2026 · 31 min

About this episode

Tiffany Rosenbaum interviews property management entrepreneur Ben Parham about building, scaling, and acquiring property management portfolios.

On this episode of The Road Less Traveled , Tiffany Rosenbaum sits down with property management entrepreneur Ben Pa to discuss the realities of growing, scaling, selling, and acquiring property management portfolios. From starting in the industry during the 2008 housing crisis to building a multi-state brokerage managing nearly 450 residential units, Ben shares the lessons learned through every stage of the journey. Ben opens up about leaving the family business, launching his own company from the ground up, surviving the early entrepreneurial grind, and why he made the difficult decision to sell part of his portfolio to regain balance and refocus his business. He also gives an inside look at acquiring over 200 doors in Jacksonville, including how acquisitions are structured, what due diligence mistakes to avoid, and why knowing your numbers is critical before making any deal. Topics covered in this episode include: Scaling a property management company from scratch The emotional and financial realities of entrepreneurship Selling part of a property management portfolio Acquisition strategies and due diligence tips Managing staff transitions during acquisitions Understanding…

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