Frequently said to closely resemble actor Matt Damon.
Attended acting classes at Dallas Young Actors Studio in Dallas, Texas.
Aside from acting Plemons also sings in the alternative folk rock band Cowboy and Indian together with Daniel James and Jazz Mills.
He resembles Matt Damon and Philip Seymour Hoffman. He played a younger version of Damon's character in All the Pretty Horses (2000) and Hoffman's son in The Master (2012).
He is a great-great-great-great-great-great-nephew of Stephen F. Austin, who colonized Texas in the early 1800s. Stephen's sister, Emily Margaret Brown Austin, was one of Jesse's paternal five times great-grandmothers.