[1][3] He completed an English degree with a minor in history at Gettysburg College in 1960, where he wrote for the student newspaper, The Gettysburgian, and hosted a radio show called "Bullet Bill's Bandstand".

[2] During the 1970s, Fleischman wrote regularly on the Flyers when the team was nicknamed the "Broad Street Bullies", and won Stanley Cups in 1974 and 1975.

[4][5] Daily News colleague Ray Didinger recalled that after the 1974 Stanley Cup championship parade, Fleischman stated that he heard an advertisement on the radio which said, "And be sure to pick up tomorrow's Daily News to read Bill Fleischman's story about how this Flyers championship team was built".

[11] In 2005, Fleischman retired from full-time work with the Daily News, then continued to write as a correspondent for NASCAR and Drexel basketball.

[2][4] After retiring from full-time work, Fleischman was a commentator on Daily News Live, a sports talk television show broadcast on Comcast.

[2][4] Fleischman began working as an adjunct professor for journalism at the University of Delaware in 1981,[7] and taught at the school for 28 years, where he shared his newspapers experiences and articles in classes.

[2] As of 2019, the University of Delaware offered a stipend of US$1,000 named for Fleischman, given to a student with an internship in sports journalism or copy editing.

[4][12] Jeff Pearlman wrote that, "The reason [Fleischman was] so well regarded for his time as a beat writer with the Flyers, is because he was such a decent guy".