Bought xbox live gold but isn't working

You could try a power cycle.

Where did you purchase it at?

On the console?

Online?

Where you signed into his account when you purchased it?

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You said that it is not showing up in the settings under account and subscriptions?

You may want to sign into his account at account.microsoft.com and check the order history to make sure that it went through.

We purchased it on the console through his account. He was signed in when it was purchased. We have done several restarts and factory resets but still nothing.