Street Smarts With Jay Cashman

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**Street Smarts With Jay Cashman**

Street Smarts with Jay Cashman is a weekly ride-along with one of Boston’s biggest construction magnates as he reimagines the city’s bike lane infrastructure. Jay talks with people from every walk of life about the botched bike lane rollout and how it can be made right.

Latest Episodes:

Petaling Ideas EP 6 Nov 19, 2025

Show notes

Jay Cashman and Jim Aloisi debate infrastructure and trade thoughts on Boston’s bike lanes.

Learn more about Street Smarts here: https://linktr.ee/PedalSafeBoston

Off To Ireland EP 5 Oct 20, 2025

Show notes

Jay Cashman and the Street Smarts team travel to Ireland for a confab with
Ivan Keatley of the Kildare County Council and Martin Hayden - Minister for Agriculture, Food and the Marine, on bike lane strategies at Kilkea Castle.

See more Street Smarts content here: https://linktr.ee/streetsmartswithjay

The Bike Pandemic EP 4 Oct 07, 2025

Show notes

Jay Cashman and the Street Smarts team visit local Boston businesses to get a ground-level assessment on the impact of Boston's new bike lanes.

Learn more about Street Smarts here: linktr.ee/streetsmartswithjay

Learn more about Sean McDonnell of the Architectural Heritage Foundation here: https://ahfboston.com/our-team/

Check out Big Daddy's Pizza & Steak Subs here: https://bdpizza.com/

Cashman Death March EP 3 Sep 25, 2025

Show notes

Jay Cashman chats with longtime Massachusetts politician,Bob Hedlund and strategizes with bike lane expert Anne Lusk.

https://linktr.ee/streetsmartswithjay

Official Response EP 2 Sep 16, 2025

Show notes

Jay Cashman and his Pedal Safe team look for answers in the wake of an E-Bike-caused death in Boston's Back Bay. When Mayor Wu prioritizes the national spotlight over the local crisis, Cashman brings in Back Bay authority, Meg Mainzer-Cohen, and State Senator Nick Collins to lay the groundwork for change.

linktr.ee/streetsmartswithjay

Man On The Street EP 1 Sep 08, 2025

Show notes

Construction magnate Jay Cashman found himself swept into the Boston bike lane controversy when the ill-conceived debacle arrived at his front door. Professor James Alan Fox, City Council candidate Frank Baker and City Councilor Ed Flynn join Jay to discuss the challenges around Boston's bike lanes.

https://linktr.ee/streetsmartswithjay

https://pedalsafeboston.com/

Welcome To Street Smarts With Jay Cashman Sep 05, 2025

Show notes

It is going to be a wild ride. Join Jay Cashman every week as he reimagines Boston's bike lanes through the lens of a world renown infrastructure builder.

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