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I worked in a function band for 12 months for my sins. I always thought of it as jedi training for when I'd have to step up and fight the Emperor...
Playing songs like 9 to 5 and Walking on Sunshine isn't bad - it just is what it is. Your job is to sing, dance, and act like you've never been quite so happy for two strangers that you've never met before. Good times :) We'd often get asked to play requests... as long as one single member of the band knew the tune, everyone else would just wing it and we'd hope for the best. If no one knew the tune, we'd politely decline.
But one night a drunken punter stumbled up and asked us to play 'I Wanna Be Like You' from the Jungle Book. I did I quick whip round the band and no one knew it all the way through so I went back and here's how the rest of the conversation went:
Me: I'm sorry, no one in the band knows that song so we won't be able to play it.
Her: Oh that's ok if you don't know it. You don't have to know it - but can you play it?
Me: No, I'm really sorry, we can't play it because nobody in the band knows that song.
Her: *HUGE SUGH* Yeah, I understand, but you don't have to KNOW it - just PLAY it...
Me: Look, we really don't know that song - I don't know the words, the keyboard player doesn't know the notes, the guitar player doesn't know the chords... Nobody knows that song. In order to play a song, we need to KNOW a song. So we won't be able to play it...
Then she trounced off back to her friends where they whispered and pointed at us for awhile.
And that gig paid half as much as a gig I'm working on this week - I have to sing six words for a TV commercial. SIX WORDS are apparently worth twice as much as jumping around for three hours, singing cheesy covers tunes and haggling with piss-heads about Disney classics.
That's what it's like to be a working musician - you never know what's gonna happen next.