Weisman began acting when he was a baby, as he landed his first acting job as a baby model. As he grew up in Davie, Florida. he has had many regional credits there including Madame Melville, The Legacy (New Theatre) and The Chronicles of Narnia: The Lion, The Witch, and the Wardrobe (Actor's Playhouse). Alex graduated from Northwestern University with a BS in theatre in May 2010. He performed in several shows there including In the Bubble playing the part of Joey, Peter Pan as Michael, Amadeus as Mozart, and others. On April 22, 2009, he began performing as the role of Posner in TimeLine Theatre's production of The History Boys. It ran for six months, and ended on October 18, 2009. The show won every Jeff Award it was nominated for at the 41st Annual Equity Jeff Awards at Skokie's North Shore Center for the Performing Arts in 2009. On November 20, 2009 Weisman began performing as The Ghost of Christmas Past and Stephen in the Goodman Theatre's 31st Annual Production of A Christmas Carol. Alex has performed as Charlie Brown in the musical You're a Good Man, Charlie Brown at the Theatre and Interpretation Center (TIC) at Northwestern University. Chicago credits include Michael Darling in Lookingglass Theatre production of Peter Pan, David in Goodman Theatre's production of Mary by Thomas Bradshaw, The Duke of York in The Madness of King George III at the Chicago Shakespeare Theater, The Observer in Putting It Together at Porchlight Music Theatre, Victor in the world premiere musical adaptation of Brian Selznick's The Houdini Box at Chicago Children's Theater, Richard Miller in Ah! Wilderness at Eclipse Theater Company, Phillip Clandon in You Never Can Tell at Remy Bummpo, and Lucius in Julius Caesar at Chicago Shakespeare Theater.
Weisman had the title role of Asher Lev in the 2014 production of My Name is Asher Lev, by Timeline Theater.
In 2015, Weisman had a prominent role as Quentin, in the premiere production of the musical drama October Sky, at the Marriott Theatre, Lincolnshire, Illinois. He also played Horst in The Other Theater Company's revival of Bent.
In film, Weisman has appeared in Stephen Cone's 2013 drama Black Box and the 2019 political thriller An Acceptable Loss. On television, he has appeared in Chicago P.D., Chicago Fire, and Chicago Med.

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