Past Winners of the Roger Rees Awards for Outstanding Performer in a Musical are:
- 2022: Liam Ginsburg & Sophia O’Brien
- 2021: Mateo Lizcano & Katriana Koppe
- 2020: Jake Schauder & Meredith Heller
- 2019: Jeremy Fuentes & Ekele Ukegbu*
- 2018: Andrew Feldman* & Alyssa McDonald
- 2017: Dean Klebonas & Maddie Rubin
- 2016: Zander Pacella & Sarafina Morency
Past Winners of the Gershwin Awards are:
- 2015: Ryan Koerber & Marla Louissaint*
- 2014: Steven Telsey & Sarah Liddy
- 2013: Harold Theurer & Halle Mastrobernardino
- 2012: Joshua Schwartz & Kyra Leeds
- 2011: Kevin Crowley & Emily Loewus
* Jimmy Awards® Winner
