Suggestions by @kingbig

Angela Bassett

as Kate in Zookeeper (1980s)

Score: +1

Robin Williams

as Griffin Keyes in Zookeeper (1980s)

Score: +7

Colin Jost

as Brad Williams in Moving (2019)

Score: +1

Bill Hader

as Frank and Cornell Crawford in Moving (2019)

Score: +1

Kerry Washington

as Monica Pear in Moving (2019)

Score: +1

Eddie Murphy

as Arlo Pear in Moving (2019)

Score: 0

Stephen Fry

as Sir Thopas in The Canterbury Tales

Score: +1

Robbie Coltrane

as Summoner in The Canterbury Tales

Score: +2

Tom Holland

as Canon's yeoman in The Canterbury Tales

Score: +1

Jonny Lee Miller

as Manciple in The Canterbury Tales

Score: +3

Ioan Gruffudd

as Osewald in The Canterbury Tales

Score: +2

Andy Serkis

as Canon in The Canterbury Tales

Score: +1

Matthew Macfadyen

as Pardoner in The Canterbury Tales

Score: +1

Joseph Morgan

as Robyn in The Canterbury Tales

Score: +3

Damian Lewis

as Plowman in The Canterbury Tales

Score: +3

John Rhys-Davies

as Shipman in The Canterbury Tales

Score: +2

Daniel Craig

as Parson in The Canterbury Tales

Score: +2

Jason Isaacs

as Roger in The Canterbury Tales

Score: +1

Robert Carlyle

as Craft Worker #5 in The Canterbury Tales

Score: +1

Michael Sheen

as Craft Worker #4 in The Canterbury Tales

Score: +1