Only context will tell which is more likely.
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lucas21cTo which one is 'He should finish the job in a week' closer in terms of meaning between 'He has to finish the job in a week' and 'He will probably finish the job in a week'? The former one means obligation, the latter one expectation.It sounds more like expectation to my ear, but that doesn't rule out obligation completely.
lucas21cThen is it ambiguous as it it? That is to say, can it be understood in the both ways that I mentioned above?Correct.