Suggestions by @realthomaspynchon

Jesse Plemons

as Kenny Frasier in Nashville (2025)

Score: +1

Ike Barinholtz

as Quiz Kid Donnie Smith in Magnolia (2029)

Score: +2

George McKay

as Phil Parma in Magnolia (2029)

Score: +2

Jeremy Allen White

as Jim Kurring in Magnolia (2029)

Score: +2

Al Pacino

as Earl Partridge in Magnolia (2029)

Score: +1

Amanda Seyfried

as Linda Partridge in Magnolia (2029)

Score: +1

Mikey Madison

as Claudia Wilson Gator in Magnolia (2029)

Score: +1

Robert De Niro

as Jimmy Gator in Magnolia (2029)

Score: +2

Keith Carradine

as Phil Parma in Robert Altman's Magnolia

Score: +2

Michael Murphy

as Rick Spector in Robert Altman's Magnolia

Score: +1

Henry Gibson

as Earl Partridge in Robert Altman's Magnolia

Score: +1

Joan Tewkesbury

as Writer in Robert Altman's Magnolia

Score: +1

Elliot Gould

as Frank T.J. Mackey in Robert Altman's Magnolia

Score: +2

Shelly Duvall

as Claudia Wilson Gator in Robert Altman's Magnolia

Score: +2

Mikey Madison

as Shasta Fay Hepworth in Inherent Vice (2023)

Score: +1

Jesse Plemons

as Larry "Doc" Sportello in Inherent Vice (2022)

Score: +1

Amanda Seyfried

as D.A. Penny Kimball in Inherent Vice (2023)

Score: +1

Stephanie Hsu

as Jade in Inherent Vice (2023)

Score: +1

Kieran Culkin

as Coy Harlingen in Inherent Vice (2023)

Score: 0

Paul Thomas Anderson

as Director in Inherent Vice (2023)

Score: +1