Playground bully or full-blown psychopath? Henry Bowers and his gang unintentionally bring The Losers Club together. Though his schoolyard bullying—including poisoning animals and breaking bones—was never innocent, "It" eventually possesses Bowers and forces him to do much worse. For this role, we nominate Josh Brolin lookalike Tom Lipinski to keep us on the edge of our seats.

The story begins when William "Bill" Denbrough's younger brother, George, is killed by "It." Bill develops a stutter in his speech as a result of the event, and becomes determined to avenge George's death and banish "It." Jake Gyllenhaal, in his many roles as a quiet but resourceful and determined character (Donnie Darko, Nightcrawler), would be perfect in giving Bill's role the unassuming, leader-like quality it needs.

Beverley Marsh, the only female of the group, is boyish and skilled with a slingshot, although she often finds herself the victim of abuse by her father and her husband. Beverley becomes the love interest of each of the boys in the group at some point of the story. Beautiful, charming, and tough, we want to see Jessica Chastain tackle the fighter in Beverley Marsh.  

Benjamin "Ben" Hanscom was the new kid on the block, and because he was overweight, he frequently found himself the target of class bully Henry Bowers. In adulthood, Ben loses weight and becomes a highly successful architect. As the underdog who ends up on top, we want to see Charlie Hunnam take on the character with his part-sweetheart, part-bad boy charms.

Michael "Mike" Hanlon is the last to join The Losers Club. He goes to a different school than the rest of the group, and is the only African-American, which becomes the basis of Henry Bowers' bullying. Mike shows the other outcasts old pictures of Pennywise the Clown and becomes the only one in the group who stays behind in Derry. Mike becomes the town librarian, and contacts the group when "It" returns to Derry years later. We nominate André Holland, one of the stars of Steven Solderberg's Cinemax drama The Knick, to take on the pensive role.

The main antagonist, Pennywise the Clown, better known as "It," awakens every 27 years to prey on children. "It" appears to The Losers Club as different manifestations of their fears, but primarily takes the figure of a clown. While "It" is understood primarily as a male character, The Losers Club comes to understand "It" as a female toward the end, so we invite Daveigh Chase, who gave us nightmares for weeks as Samara in The Ring, to strike fear in our hearts once again as "It."