Dear Jesse is a 1998 American documentary film by Tim Kirkman that was released theatrically by Cowboy Pictures in 1998.

Using a first-person narrative style in the form of a "letter" to Senator Jesse Helms (R-NC), the filmmaker explores the parallels and differences between himself — an openly gay man — and the staunchly anti-gay rights public servant. The film also features interviews with Helms' foes and fans, community activists, novelists Lee Smith and Allan Gurganus, openly gay Carrboro mayor Mike Nelson, and people in the street, including a brief interview with Matthew Shepard, then a student at Catawba College.