 Wright was ranked as the 15th Greatest Comedian by "Rolling Stone" in their 2017 list of the 50 Greatest Stand-up Comics.His accolades include the Academy Award for Best Live Action Short Film for writing and producing the short film "The Appointments of Dennis Jennings" (1988) and two Primetime Emmy Awards nominations as a producer of "Louie" (2010–15).He is known for his supporting role as Leon in the Peabody Award-winning tragicomedy web series "Horace and Pete".