I like your assessment

one minor detail

There was a sign at the hospital that says"Break the curse" meaning the Red Sox curse

and I think the Sox curse thing was in season #1 also???

LOSTies crashed 9/22/04

Red Sox won 10/27/04

so its possible that Jack is in the days before 10/27/04
which is NOT possible cuz the Losties have been patrolling paradise
over 100 days and have NOT left the Island

UNLESS Jack has been back and forth???
or someone forgot to take the sign down{not likely as its the BIGGEST event in sports history..I do admit my bias}

"10/27/04 the night HELL froze over!"

is a T shirt sold that yr

"yeah, i think ben was telling the truth about the boat. it will be the losties and the others against the corporation next season!!"

the Islanders against the corporats



"seen as him and walt got off it and judging by that episode they came back [well walt at least]"

Walt ...MAYBE another Isalnd vision or hallucination or ghost{not likeley}

Or He's BAAACK!