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If he was paying and working in NI then obviously this is part of the UK as a whole.
Because of the Reciprocal Agreement with the UK, any National Insurance Contributions you have paid in the UK will have validity in the Isle of Man and vice versa. In fact, your National Insurance account will not be transferred to the Isle of Man until you have been on the Island for more than a year. This means that you will have exactly the same entitlement to all the contributory benefits (such as your Job Seekers ) as you did in the UK.
Therefore yes you/he will be able to claim benefits there.
Can I clarify anything for you about this today please?