He's so calm about being dead....if Ken died and was conscious in the afterlife, would he be able to be this optimistic? Would he be able to face forward like Romeo-kun does?

Wormmon's attention has been grabbed by another part of this explanation. (Which is probably for the best, because he is not...great...with ghosts.) "You're somebody's partner, too...."

He never THOUGHT he would meet a partner who wasn't a Digimon! Shinki don't seem to have waited forever for their gods, so it's not quite the same, but whoever has Romeo as their not-Digimon must be really lucky.