The Broker Brunch

#53 Rod Santomassimo - The Secret to Long-Term Success in CRE Brokerage

With Brian Whelan and Mitchel Flaherty Episode 53

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0:00 | 30:09

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In this episode of Broker Brunch,  Rod Santomassimo, founder of The Massimo Group, joins us to unpack what actually drives long-term success in commercial real estate brokerage.

We talk about the mindset shift from chasing transactions to building a real business, why specialization and discipline separate top producers from everyone else, and how systems and coaching turn effort into consistent results.

Rod also shares how AI is changing prospecting, marketing, and even exclusivity timelines, and what brokers need to do now to stay ahead.

Guest
Rod Santomassimo: https://www.linkedin.com/in/crecoach

Connect with us on LinkedIn:
Brian Whelan: https://www.linkedin.com/in/brian-whelan-43155850/
Mitchel Flaherty: https://www.linkedin.com/in/mitchel-flaherty-7b4b1064/

(00:00) Preview and Intro
(03:34) Why Brokers Stay Stuck
(05:45) What Top Brokers Do Differently
(07:41) Impact of AI on CRE
(13:34) The Scaling Order That Works
(18:10) The Two Career Killers
(21:06) Know Your Client Better Than They Do
(24:57)  LinkedIn, Content Cadence, and Old-School Mailers
(26:25) How Much to Invest in Career Growth
(28:57) The Future of Real Estate Brokerage