Talk to Tommy Torini at The Tops-he will hire the Lonesome Drifter! No need to feel sad anymore!

Without spoiling anything, Rex's quest-choice-specific ending for me made me feel kinda bad. I'm a dog-sensitive person I guess.

I also felt kinda bad for the Enclave Remnants. They used to have this great vision and mission they believed in only to see it all collapse around them and be forced into living in squalor and poverty amidst the shattered remnants of their former lives.
Oh, and I feel bad for Veronica because
Spoiler
she views the Brotherhood as her family but none of them will listen to her; she can't save the people she loves.