[4] Makowsky graduated from Roslyn High School and Brown University, then moved to Los Angeles to pursue a career as screenwriter.
[4][5] His first feature film credit was the independent dark comedy Take Me, which was produced by the Duplass brothers and distributed by Netflix.
He then wrote and produced his second film, I Think We're Alone Now, which was helmed by Reed Morano and starred Peter Dinklage and Elle Fanning.
Makowsky noted that he "outlined the majority of the script out of my high school cafeteria.”[7] The resulting film, Bad Education, starred Hugh Jackman as former Roslyn superintendent Frank Tassone, as well as Allison Janney and Ray Romano.
[1] The film went on to win the Primetime Emmy Award for Outstanding Television Movie in 2020, with Makowsky honored as part of the creative team.