if they are insured to drive a company van... how likely are they to legally be allowed to drive my personal vehicle (car). he has his own car but is currently off road as not paid his insurance or tax for a while, he is only entitled to drive a work van (which may be shared but not fully aware of the circumstances)
to summarise:
he is not disqualifed from driving
he works for a company that supplies a van to him which he is legally allowed to drive
he owns his own car but his own insurance is now invalid as he hasnt paid monthly premiums / car tax
how likely will his company van insurace policy allow him to drive my car (unrelated to his company)