One sad experience I had was when my mother (about 79/80 at the time) Lamented 'I may as well die I have nothing to look forward to.'
This was a women who spent most of her time in the 'truth' as a regular pioneer and who had brought enough people to baptism to fill a congrgation. Her fervent hope was to see ' the end of this system' as most JW's of her generation. It was sad to see the truth dawn upon her in her twilight.
IMO in your later years hopefully you will have reconciled your past and be at peace with your mortality, but to at the end recognize time spent in vain is truly a tradgedy.
But though Death searched for the third brother for many years, he was never able to find him. It was only when he had attained a great age that the youngest brother finally took off the Cloak of Invisibility and gave it to his son. And than he greeted Death as an old friend, and went with him gladly, and as equals, they departed this life.