It’s the first week of high school, and Nia, Booker and Tess find themselves growing in different ways. Nia tries to join all the school clubs her bestie, Tess, is joining but ends up feeling like a third wheel to Tess and Ramon’s blossoming relationship.
- Raven Symoné as Raven Baxter
- Anneliese van der Pol as Chelsea Grayson
- Navia Robinson as Nia Baxter
- Issac Ryan Brown as Booker Baxter
- Jason Maybaum as Levi Grayson
- Sky Katz as Tess O'Malley
- Kyla Drew Simmons as Angelica
- Christopher T. Wood as Principal Jones
- This episode filmed on February 14, 2020, the fifth and final episode shot with a live audience for the season due to the COVID 19 pandemic.
- The title is a play on the phrase "wheel of fortune," which has also been the title of a popular 1951 song by Kay Starr, and a long running TV game show.
- Christopher T. Wood previously played "Harold," Judge Foodie's Bailiff, in the That's So Raven episode, "Food For Thought."
- Kyla Drew Simmons also played “Taylor Harris” in the Jessie episode, "From the White House to Our House", and Mae in Nicky, Ricky, Dicky & Dawn.
- This is the first episode of 2021.
| The image gallery for Wheel of Misfortune may be viewed here.