Several different jobs.
More than one roles.
I'm not going to school today – I'm wearing a different hat, I'm going to be volunteering at my local hospital.
My sister wears many different hats: she works as a tennis trainer during the weekend, during the day she is working in our local supermarket and at night she is babysitting.
There is no origin for this idiom
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definition
Common phrase that has a specific meaning.