Highway Teardown Tour | 11. Boston, MA
Jul 22, 2026 · 40m
Summary
Host Ian Koss explores the final chapter of Boston’s Big Dig: the creation of the Rose Kennedy Greenway. Guests Chris Cook and Stephanie Pollack discuss the park’s fraught history, from legal battles over green space to funding crises and the debate between open space versus cultural buildings. They also examine lessons for other cities rethinking downtown highways, emphasizing that infrastructure projects must serve as better neighbors rather than just being torn down.
Topics discussed
Introduction and the podcast's unexpected journey
The Highway Teardown Tour and the Greenway's origins
Guest introductions: Chris Cook and Stephanie Pollack
Early activism and the Conservation Law Foundation's role
Ownership disputes and the 'urban void' era
Resolving the funding crisis and lease agreements
Engineering challenges and alternative design visions
Debate: Open space vs. built structures
The value of passive parks and community programming
Sponsors and break
Federal Highway Administration and national teardown efforts
Case study: Improving infrastructure in Birmingham, AL
Favorite Greenway spots and final thoughts on teardowns
Outro and credits
Listen ad-free on Castria