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Our latest The Long Game guest of honor is Brian Gale, Vice Chairman at Cushman & Wakefield and one of Miami's most decorated office brokers. He’s a 32-year veteran who has watched this market evolve from a sleepy, cocaine-cowboy-era backwater into one of the most coveted office destinations in the country.

Brian started his career selling copiers. As fate would have it, a broker told him he was in the wrong business, and he never looked back. Since joining Cushman & Wakefield in 2016, Brian has been at the center of nearly every landmark office deal in Miami, from leasing 650,000 square feet at 830 Brickell to placing Spotify in Wynwood before anyone knew what Wynwood could become.

This conversation covers the full arc of Miami's office market - where it started, what Covid unlocked, and why the next few years may be the most consequential in the city's commercial real estate history.

• How rents at Miami's best buildings went from $30 a foot in the early 90s to $225 for Class A product, and why the ceiling may not be in sight yet.

   

• The 830 Brickell story: how a Chicken Kitchen site became home to Microsoft, Citadel, Thoma Bravo, and three of the world's largest law firms.

   

• Why the pandemic was the single biggest catalyst in Miami's office history, and how Florida's early reopening turned the city into ground zero for finance and tech relocation.

   

• The Wynwood origin story: from one of Miami's most dangerous neighborhoods to home of Amazon, Founders Fund, and Sony Music’s Latin arm, and why Spotify's first lease there started it all.

   

• South Beach, Coconut Grove, Bay Harbor: the boutique office boom reshaping where CEOs want to work based on where they choose to live.

   

• What Ken Griffin's planned 1M+ square foot development in Brickell could mean for rents, the market, and Miami's global standing - and why Brian told him not to put a cap on upper-floor pricing.

   

• Why 1.5 million square feet of net new tenants moved to Miami in the first three years post-COVID, and what that kind of absorption means in a market that fits inside midtown Manhattan.

Brian has seen this market through every cycle: the slow years, the false starts, and now what might be its defining moment. His perspective isn't hype; it's pattern recognition built over three decades on the ground. If you want to understand where the Miami office market is headed, start by understanding where it's been.

This episode is a masterclass in both.

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