Labor issues
On his first day as mayor, January 1, 1966, the Transport Workers Union of America, led by Mike Quill, shut down the city with a complete halt of subway and bus service. As New Yorkers endured the transit strike, Lindsay remarked, "I still think it's a fun city", and walked four miles (6 km) from his hotel room to City Hall in a gesture to show it. Dick Schaap, then a columnist for the New York Herald Tribune, popularized the term in an article titled "Fun City". In the article, Schaap sardonically pointed out that it was not.
In 1966, the settlement terms of the transit strike, combined with increased welfare costs and general economic decline, forced Lindsay to lobby the New York State legislature for a new municipal income tax and higher water rates for city residents, plus a new commuter tax for people who worked in the city but resided elsewhere. The transit strike was the first of many labor struggles. In 1968, in an attempt to decentralize the city's school system, Lindsay granted three local school boards in the city complete control over their schools, in an effort to allow communities to have more of a say in their schools. The city's teachers union, the United Federation of Teachers, saw the breakup as a way of union busting, since a decentralized school system would force the union to negotiate with 33 separate school boards rather than with one centralized body. In May 1968, several teachers working in schools located in the neighborhood of Ocean Hill-Brownsville, one of the neighborhoods where the decentralization was being tested, were fired from their jobs by the community-run school board. The UFT demanded the reinstatement of the dismissed teachers, citing that the teachers had been fired without due process. When their demands were ignored, the UFT called the first of three strikes, leading ultimately to a protracted citywide teachers' strike that stretched over a seven-month period between May and November.
The strike was tinged with racial and anti-Semitic overtones, pitting Black and Puerto Rican parents against Jewish teachers and supervisors. Many thought the mayor had made a bad situation worse by taking sides against the teachers. The episode left a legacy of tensions between African-Americans and Jews that went on for years, and Lindsay called it his greatest regret. The year 1968 also saw a three-day Broadway strike and a nine-day sanitation strike. Quality of life in the city reached a nadir during the sanitation strike as mounds of garbage caught fire and strong winds blew the filth through the streets. In June 1968, the New York City Police Department deployed snipers to protect Lindsay during a public ceremony, shortly after they detained a knife-wielding man who had demanded to meet the mayor. With the schools shut down, police engaged in a slowdown, firefighters threatening job actions, the city awash in garbage, and racial and religious tensions breaking to the surface, Lindsay later called the last six months of 1968 "the worst of my public life."
The summer of 1971 ushered in another devastating strike as over 8,000 workers belonging to AFSCME District Council 37 walked off their jobs for two days. The strikers included the operators of the city's drawbridges and sewage treatment plants. Drawbridges over the Harlem River were locked in the "up" position, barring automobile travel into Manhattan, and hundreds of thousands of gallons of raw sewage flowed into local waterways.