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Definition 1:
To officially agree to stay in the military, on a team, with a company, etc., for an additional period of time .
Examples:
When war broke out last year, many soldiers re-upped.
The team’s top scorer has re-upped for another three years.
Definition 2:
To officially agree or persuade someone to officially agree that an existing arrangement will continue for an additional period of time .
Examples:
Now I have to decide if I should re-up [=renew] my lease/contract.
The team wants to re-up their star player for another two years.
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