I’m three months into shoulder rehab for a torn rotator cuff, and I’m finally getting close to making another video for my YouTube channel. I’m not buying or selling watches, and I don’t have much left to say about my collection that I haven’t already said. But the slow, tedious obsession of coaxing my left shoulder back to life has given me a strange gift: distance. That distance from the watch addiction has created a few insights I didn’t have before. A video essay forces me to confront those insights, not just type them into the void. Writing the essay is like benching 200 pounds for eight reps—respectable, tidy. Filming the video is 300 pounds for fifteen: heavy, ridiculous, and somehow spiritually necessary. I’m a lifelong weightlifter who invents dubious personal metrics to quantify “quality of life.” It’s pathological, but it’s mine.
As the shoulder rehab dragged on, a realization hit me with the subtlety of a kettlebell to the teeth: my watch hobby was never just an addiction to watches—it was an addiction to regret. The thrill wasn’t owning a new diver; it was selling the old one, instantly regretting it, and staging an internal soap opera about what could have been. I bought watches that were too big, too dainty, too dressy, too gaudy—each one its own personalized regret grenade. Letting the collection creep past seven watches was another fiasco. Anything over that line triggered what I call “Watch-Rotation Anxiety,” a condition where choosing a wristwatch felt like negotiating the release of hostages.
When the regret swelled, I tried to smother it with another purchase. New watch, fresh dopamine, quick emotional triage. The relief never arrived. The cycle darkened and tightened, and I entered a phase I call Gollumification. Gollum didn’t collapse in a single catastrophic moment—his soul thinned over centuries. The Ring promised specialness, superiority, shortcuts to power. He murdered, then lied to himself about why. Clinging to the Ring as the last scrap of identity, he withered: body shrinking, language breaking, morality dissolving into compulsive self-justification. That’s why Gollumification resonates today—it’s the slow-motion collapse. You don’t need a cursed artifact to become Gollum. Just isolate yourself, feed an obsession, and treat your desires as the only truth that matters. Eventually, the human being disappears. Only the craving remains.
For four months, I’ve lived without that watch-ring around my neck. I feel relief. The Gollumification, at least in that realm, has paused.
Unfortunately, demons don’t retire; they migrate. The regret addiction simply found another host. I spent three months researching a desktop to replace my seven-year-old Windows laptop, bouncing endlessly between a Lenovo business tower and a Mac Mini. I finally chose the small form factor and efficient M4 chip, then immediately began interrogating myself. Why abandon eight comfortable years of Windows just to move into the cramped hotel of Mac OS, where the mattress is lumpy and the concierge shrugs?
After days of melodrama, I realized that in a week I’ll be acclimated to the Mac Mini. Besides, if I had bought the Lenovo, I’d be regretting not getting the Mac. Regret is a snake with two fangs: it bites whether you go left or right.
Here’s the truth I’ve been avoiding: I am addicted to regret. It makes me second-guess everything. It freezes me in the past, clouds the present, and sabotages the future. That is the heart of Gollumification—not the obsession itself, but the paralysis of compulsive doubt.
So I’m using this rehab period to hunt the addiction at its source. I’m trying to see it clearly, resist it, and move forward without pandering to the demon that wants me to rewind every decision.
Because if my YouTube content simply replays my “greatest hits,” then I’m not a creator—I’m Muzak in a grocery store. The kind that whispers, “You may have woken from a coma, but please return to it.” I can do better than that. If I can’t, if I’m nothing but a jukebox endlessly replaying my own past, then I should retire, crack open a beer, devour apple pie, and watch Gilligan’s Island reruns with my spiritual sponsor, Gollum. He and I can cradle our Seiko divers, lament the third-gen Monster that slipped through our fingers, and harmonize to Gilbert O’Sullivan like two addicts in a karaoke bar built out of broken dreams.

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