This seems a bizzare thing to get yourself in trouble for if you are a fairly well off celeb - surely James May would have enough money to keep his #oldtimer #motorcycle off the public roads until it was properly insured? Its not even a particularly uncommon or unusual machine...

https://www.readingchronicle.co.uk/news/national/25970695.james-may-settles-court-motorcycle-insurance-charge/

James May settles out of court over motorcycle insurance charge

The 63-year-old, who arrived at court by bike, was due to stand trial after being prosecuted by the DVLA over an allegation relating to his…

Reading Chronicle

@vfrmedia the wording is weird...

"kept a vehicle ... which did not meet insurance requirements."

"Kept a vehicle"

Not "was driving a vehicle"

Maybe it wasn't SORN?

It's plausible (to me at least) that a lackey was supposed to deal with it but forgot.