Suggestions by @user_23411

Angela Bassett

as Mr. Duvall in Mean Girls the Musical (Genderswap)

Score: +1

Olivia Rodrigo

as Tori Vega in Victorious (2015-2018)

Score: +9

Connie Britton

as Ms. Norbury in Mean Girls Remake

Score: -1

Jennifer Love Hewitt

as Jenna Hunterson in Waitress (Movie Musical)

Score: 0

Kristin Chenoweth

as Ms. Darbus in High School Musical Reboot

Score: +2

Olivia Rodrigo

as Jonah Baldwin in Sleepless in Seattle (2002)

Score: +1

Kenneth Choi

as Sam Baldwin in Sleepless in Seattle (2002)

Score: -1

Jennifer Love Hewitt

as Annie Reed in Sleepless in Seattle (2002)

Score: -1

Jennifer Love Hewitt

as Belle in Disney Princesses

Score: -5