Stanron -- I do sing Spencer the Rover and other songs that end in redemption or at least an uplifting turn. But my intent with "end of an era" is to highlight those significant events -- hinges in time perhaps and event -- when the world (at least the world for some common folk) took a turn in different direction and left them behind (or threatened to, at least.) That is why it is potentially such a downer. Perhaps it is not a good idea to string them together in a killer set.

I have tried to avoid death as a hinge event. Too focused and personal I think.

But perhaps a song like Stan Rogers First Christmas Away From Home is sufficiently broad, about loss of home? (Garnet Rogers referred to it as a double hanky song, and I have never tried to sing it in public.)

https://www.youtube.com/watch?v=chTMOuuUZi4