In short (as it's home time

):
- Was his 'job' an employment, did he have a payslip from them with tax deducted etc... or was he self employed? http://www.hmrc.gov.uk/employment-status/index.htm#1 might be a good read for you.
- Second point, on a similar note, HMRC aren't keen on people ceasing to be employees and becoming self employed so if this were to be done it would have to be done VERY well and carefully. But you are correct, travel to and from work is not an allowable expense, but it could be for a SE person going to a site.
I'm sure someone will give you a fuller and better answer though!
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