Please don't list this on a work's page as a trope. Examples can go on the work's YMMV tab.
Tear Jerker: George Carlin
It's Bad For Ya, full stop.
Good portions of his Last Words semi-autobiography, especially the chapters where he clearly regrets not seeing and understanding his wife Brenda's problems with drink and drugs at the time. Reaches a peak when he talks about not being there for her when she had what was little more than a backstreet abortion.