Achlys

On the evening of their death, Achlys challenged the reaper to a game. They selected a game of skill, and managed to narrowly scrape out a win. The reaper lost, and passed his mantle on to Achlys.

Achlys thinks very highly of themself, and enjoys their new job immensely. Followed constantly by a trail of rose petals, they seek out those close to death and shepherd those souls to the appropriate afterlife. They occasionally find themself challenged to a game; they never lose.

One day, if they ever grow disillusioned with their job, they may find an unsuspecting soul and lose their game on purpose -- just like the reaper before them did.