During Frank Tassone's tenure as superintendent, Roslyn High School was considered one of the top schools in the nation, with graduating students moving on to some of the top colleges in the country. Frank Tassone was the superintendent of the Roslyn, Long Island, school district for 12 years. To the students, parents, and teachers of Roslyn, Frank Tassone was a charming and eloquent school administrator with a doctorate degree from … According to Nassau County prosecutors, Frank Tassone had spent his twelve years in Roslyn quietly running one of the most audacious scams ever to afflict a public-school system. The Roslyn school district still paid Gluckin while she was in jail. Frank Tassone was a mythic figure in New York’s Roslyn school district, where he served as superintendent. HBO’s Bad Education tells the wild tale of Frank Tassone (Hugh Jackman), a beloved educator who hoodwinked a Long Island town to the tune of $11.2 million over a dozen years. The charismatic administrator allegedly insisted … Tassone joined the Roslyn, Long Island school district 1992, and quickly became a popular superintendent. In 2006, he was sentenced to 4 to 12 years in prison for stealing at least $2 million … The real Roslyn High School is pictured at the top. HBO’s Bad Education tells the wild tale of former Roslyn schools superintendent Frank Tassone (Hugh Jackman), a beloved educator who hoodwinked a tony Long Island town … But is it a true story? It follows the true story of the $11.2 million embezzlement scandal in Long Island's Former Roslyn schools chief Frank Tassone, sentenced in 2006 for his part in an $11-million embezzlement of the school district, will be released from a state prison Tuesday - eight months and four da Plot. In 2002, Dr. Frank Tassone is superintendent of the Roslyn Union Free School District on Long Island.Frank and assistant superintendent Pam Gluckin have overseen major improvements in the district, with Roslyn High School becoming the fourth-ranked public school in the country.