My understanding was you cannot fly without filing a flight plan (or is this just a Canada-specific thing?), and that flight plan has to be submitted by someone, so there has to be a trail here. If the plans were not filed, after all, how would he be able to tell the plane was flown "multiple times" during one of this extended absences?
EDIT: Yes it's Canada-specific, required for any flights over 25 nautical miles, including VFR https://laws-lois.justice.gc.ca/eng/regulations/sor-96-433/p...