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twenty questions to ask before saying yes to any gig

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Booklet titled "20- Twenty Questions To Ask Before Saying Yes To Any Gig" with a stage concert and a drummer in the background, and an inset photo of a smiling drummer wearing a brown hat.
Book cover with a background photo of a live music concert, showing a band performing on stage with audience members enjoying the show. The title reads '20', and the subtitle says 'Twenty Questions To Ask Before Saying Yes To Any Gig'. The author is Clayton Craddock, with a note indicating 'Broadway Bound and Beyond.'

Don’t Say Yes to Another Gig Until You Read This

Most musicians agree to gigs without knowing what they’re walking into. That’s how you end up underpaid, overworked, and surrounded by amateurs.

This free PDF—20 Smart Questions to Ask Before Saying Yes to Any Gig—helps you avoid that.

It’s straightforward. No filler. Just the key questions you need to ask so you don’t waste your time. These are the same questions I’ve used throughout my career to figure out if a gig was worth it—whether I was playing a bar, a corporate event, or a Broadway show.

This checklist will help you:

  • Avoid gigs that aren’t worth your time

  • Spot red flags before you commit

  • Make sure the money, the people, and the music are right

  • Say no with confidence—or yes with clarity

If you find this useful, it’s just one of many practical tools in my book, Broadway Bound and Beyond. The book goes deeper into what it really takes to make a living in music today—without burning out or selling out.

Grab the free PDF and learn how to start thinking like a pro.