I have a similar story, actually. My dad carried a pocket watch all the way through the early 1980s. Actually, he had two. One was a cheap department store watch, a "Waltham" made well after the Waltham watch company went bankrupt and the name was bought by some unknown firm that churned out cheaply made watches. It runs but loses 30+ seconds a day. When I inherited it, it still had the watch strap I had made for him as a Father's Day present when I was six. He carried it every day, and I used to play with it when I went on delivery runs with him (he owned a small business, which meant spending long hours in a delivery truck).

The other is a beautiful gold pocket watch given to him by a friend who (literally) owned a bank. He never carried it, and neither do I.