Suggestions by @barrelblaster

Joey King

as Annie Jacobs in Community (2020s)

Score: +1

Taraji P. Henson

as Shirley Bennet in Community (2020s)

Score: +1

Karan Brar

as Abed Nadir in Community (2020s)

Score: +1

Natalia Dyer

as Britta Perry in Community (2020s)

Score: +1

Zac Efron

as Jeff Winger in Community (2020s)

Score: +1

Liv Tyler

as Mindy Crenshaw in Drake and Josh (90s)

Score: 0

Whoopi Goldberg

as Helen in Drake and Josh (90s)

Score: +1

Judith Light

as Audrey Parker-Nichols in Drake and Josh (90s)

Score: +1

Robin Williams

as Walter Nichols in Drake and Josh (90s)

Score: +1

Matthew Lillard

as Crazy Steve in Drake and Josh (90s)

Score: +1

Natalie Portman

as Megan Parker in Drake and Josh (90s)

Score: +1

Freddie Prinze Jr.

as Josh Nichols in Drake and Josh (90s)

Score: -1

Ashton Kutcher

as Drake Parker in Drake and Josh (90s)

Score: +1

Steven Yeun

as Leonardo in Teenage Mutant Ninja Turtles

Score: +5