Seattle has a "Find it, Fix it" app [0].
[0]: http://www.seattle.gov/customer-service-bureau/find-it-fix-i...
[0]: http://www.seattle.gov/customer-service-bureau/find-it-fix-i...
[0]: http://www.cityofboston.gov/doit/apps/citizensconnect.asp
It sounds like City of Boston has the resources to do things as they break or wear out. They just don't have the man power to check all the light bulbs or pothole as they break.