In episode 140, Garrett sits down with Harry Cohen, Hillsborough County Commissioner, for a candid conversation about Tampa Bay’s future. They unpack why the region’s explosive growth is outpacing infrastructure, how the collapse of the All for Transportation tax initiative set the area back a generation, and what it will take to build a transit system that actually works. From the political tug-of-war between urban and suburban priorities to the struggle over funding ferries, roads, and rail, Cohen offers an insider’s perspective on why big solutions keep slipping away and where hope still lies for progress. Whether you care about traffic, development, or the future of the city you call home, this discussion will give you plenty to think about.

0:00:00 - Introduction

0:14:22 - Hillsborough County Growth

0:28:32 - Why Transportation Initiatives Are Stalling

0:39:57 - Sunshine Law

0:47:34 - Transportation Continued

1:11:15 - Sports Stadiums

1:18:13 - Being a Politician

1:24:05 - Airport and Transportation

1:39:36 - Incorporation