First off, I'm aware that the following is IRL way more than what a roadie does, and could probably include work done by agents, managers, house sound folks, etc etc. The game doesn't even have to be from one person's PoV. Call it "Band Life" since I can't change the title now.

Some ideas for components of the game:

Booking

This is how you line up gigs. Email inbox type quests? Maybe requirements that you have to meet and that the house has to meet to sign a contract and book a gig.

Gigs

• loading the gear in the van (tetris-like?)
• setting up gear on stage (kind of PC Building Simulator, but sloppier and with a timer lol)
• running sound during the set while also handling shit like broken strings and poorly grounded microphones (ouch)
• can you get the band paid?

Skill Tree

I dunno, there could be a lot of fun skill sets - driving, gear handling, charisma skills for getting paid and getting better gigs, etc etc.