Ray Charles Ft. In The Extreme Adventures Of Super Dave (2000)

The Extreme Adventures Of Super Dave is a stunt comedy from 2000,
directed by Peter MacDonald. Ray "plays himself".

Ray driving the bus in Super Dave.

Production notes:
Break out the body-casts! The world's most painfully hilarious stuntman is back with a powder-keg of laughs! Super Dave Osborne (Bob Einstein) gives a crash course in comedy in this wacky adventure of daredevil antics, whip-lash humor and crash-test love that'll break every funny bone in your body! Things couldn't get much worse for Super Dave. After a near-fatal accident he discovers that he's been bankrupted by his swindling manager and foreclosed on by the bank. Devastated and ready to hang up his crash helmet, Super Dave finds strength in a klutzy-but-cute single mom (Gia Carides, Austin Powers: The Spy Who Shagged Me!) and her ailing young son, Timmy. And when he learns that Timmy needs an expensive heart operation, Super Dave shuns retirement to raise the money. Even if it means facing off against his arch enemy, Gil, a slimy sports promoter (Dan Hedaya, Dick), to once again prove that he's not only the most outrageous dare-devil he's also the most accident-prone! Trailer with Ray: here.

The film was actually a spin-off from the TV-show Super Dave (also known as The Super Dave Osborne Show), a Canadian/American variety show that ran from 1987 to 1991 on Showtime in the U.S. and on   Global Television Network in Canada. The show was taped at the fictional "Super Dave Compound" or  "Super Dave Complex", the Glen Warren Studios at CFTO-TV in Toronto. It appears as if this was the first show of the first - 1987 - season

Ray participated in a car stunt, and - probably together with his Orchestra's rhythm section - played They Can't Take That Away From Me, and a little Super Dave Blues ditty (the Mike Walden mentioned in the closing skit was the show's announcer). Watch it here.

TV.com also lists an appearance in episode 51 of the 4th (1990) season. Einstein's own website has a copy of the publicity photo at the right, with the following caption: "Ray Charles (whom Bob called his 'good luck charm') guest stars on the premiere episode of  Super Dave's Vegas Spectacular, which originally aired January 7, 1995 (USA  Network)".

Trailer (without Ray):