GUYS. The “very odd” couple driving the convertible in the Open Road sequence are both part of Powerline’s team.
The short man with the button-up shirt is a roadie (he’s the one who brings in the drum case Max is hiding in)…
and the large woman is the singer who appears in the glass ball.
She wears a wig on stage, but we see her natural hair when Goofy walks in on her in her dressing room, and it’s definitely the same woman.
Plus - and this is my favorite part - she’s got a picture of the short man taped to her mirror!
It actually implies kind of a sweet backstory for them–it seems likely that they met as part of the Powerline team and fell in love over their shared love of music. Their lines from Open Road also fit perfectly–it is literally “just a week of rest and relaxation” for them, because in a week and one day, they’re working the concert. Adorable. <3