Suggestions by @wyattb
16 suggestions
Ben Stein
as Toby Flenderson in 80's The Office
Tom Cruise
as Ryan Howard in 80's The Office
Sarita Choudhury
as Kelly Kapoor in 80's The Office
Judge Reinhold
as Andy Bernard in 80's The Office
Keith David
as Darryl Philbin in 80's The Office
James Spader
as JIm Halpert in 80's The Office
Judge Reinhold
as Darryl Philbin in 80's The Office
Clifton Collins Jr.
as Oscar Martinez in 80's The Office
Margo Martindale
as Phyllis Vance in 80's The Office
Phil Hartman
as Michael Scott in 80's The Office
Jack Lemmon
as Creed Bratton in 80's The Office
Eddie Deezen
as Dwight Schrute in 80's The Office
Meg Ryan
as Erin Hannon in 80's The Office
Jeanne Tripplehorn
as Pam Beasly in 80's The Office
Charles Dutton
as Stanley Hudson in 80's The Office
Chris Farley
as Kevin Malone in 80's The Office