I thought he said he was going the "Northern Route"
If this is the case, he would maintain VHF coverage and thus do away with the legal requirement for HF Gander airspace out of Goose.
That said, HF would still be a good clue!
His route out of the US would be up to CYFB then across to probably Wick or Prestwick via overflying the Faros
He would of course save money missing out Greenland, I mean, if hes going around the world, he is obviously tanked.
Sat-Phone is always a good clue.
Safe trip.