BostonSweeper is a free service which sends emails to motorists reminding them to move their cars on street-sweeping day. It was featured on the CarTalk website and has saved Boston area residents thousands of dollars over the last two years. Implemented in Perl and MySQL and subsequently sold to Boston.com.
The Commuter Rail Real Estate Map is something I came up with one afternoon while browsing property listings in the Boston Area.
Designers' CADD Company is where I used to work. Kinda old school. But it does have pictures of some of my 3D modeling work.