Skip to Content
Streetsblog New York City home
Streetsblog New York City home
Log In
Bicycling

My NYC Biking Story: Kevin Bolger, a.k.a. Squid

Our "My NYC Biking Story" series is back in action this week with a profile of Kevin Bolger, a.k.a. Squid. For 20 years Squid has worked as a commercial cyclist. He has done cargo delivery and food delivery, and at one point he co-owned a messenger company. From his position as a fixture of the NYC messenger community, he has also helped evolve New York's bike messenger culture.

Squid was a pioneering organizer of alley cat races and track bike competitions to bring messengers together. Recently, he has devoted himself to mainstreaming cycling as a mode of transportation in NYC, serving as a Bicycle Ambassador for Transportation Alternatives and educating working cyclists on bike safety. In our profile, he discusses how city streets have become more bike-friendly and how he has changed his own riding habits to be a role model for young cyclists.

Many thanks to attorney Adam White for sponsoring this Streetfilm.

Stay in touch

Sign up for our free newsletter

More from Streetsblog New York City

MTA Demands Albany Deal With Toll Evasion Already

A new analysis of toll evasion found that the amount of money owed by drivers who don't pay paper toll invoices has more than doubled since 2022, from $147 million in unpaid tolls to nearly $350 million.

March 12, 2026

Hochul’s Car Insurance Plan Blows Fraud Way Out Of Proportion: Stats

Gov. Hochul's proposal to lower car insurance premiums is built on suspected fraud. But a body of evidence reveals that there really is very little.

March 12, 2026

Memo to Mamdani: Make This Summer’s World Cup A Car-Free Paradise

Mayor Mamdani should bring the city's joyful, global football culture out onto the streets.

March 12, 2026

Thursday’s Headlines: Another Outlet Heard From Edition

We're not so full of ourselves that we can't praise other outlets. Plus other news.

March 12, 2026

Trump’s Funding Freeze Has Derailed Transit, Undermining Growth and Economic Opportunity For All Americans: Report

American cities used to have some of the longest per-capita rail networks in the world. Not anymore.

March 11, 2026
See all posts