Played through for about 30 mins and here's what I found:
~Went through deathless run like a true gamer, used reset save at main menu, and respawned in the room next to boss with everything still done. Had to manually search for and delete save file
>Confirmed save reset does not work in same game session, must quit game in order to take effect
~No save run and defeated by bear, respawned somewhere? Map was gone and fell forever with nothing but the background. Hitting play from main menu returned to start at least
+Portrait does in fact reset if you open and close the game menu rather than going back to main menu