M
MIND / ON TOUR
Undercover Caddie
Two decades in, I question whether I made a mistake choosing this line of work
I
carry for a guy you know, but you haven’t heard his name much the past few years. Still, given what I do for a living, I’m the subject of envy in social settings, and I’d be lying if I said the attention didn’t feel good. Recently, however, I attended my high school reunion, the type of biganniversary event that motivates you to lose weight to impress your friends, and maybe more importantly your foes.
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golfdigestme.com
may 2022
This time I was the one who was envious. I saw how many of my classmates were entrenched in thriving careers with robust families who seemed genuinely happy. On that same trip I ran into an ex-girlfriend, someone who I originally thought was the one, but it didn’t work out because of my transient lifestyle. It has been four months since that trip, yet I think about it every day and
can’t help but wonder, Did I make a colossal mistake becoming a tour caddie? I love what I do, and I’m glad I chased this dream. I grew up wanting to play, but that didn’t work out, and this was a nice lifeline. I’m sure if I didn’t chase this, I’d be wondering What if? No doubt some of the folks at the reunion looked at me and wished they could switch places with me. However, I’m two decades into working at the tour
