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The Watch I Love… That I Don’t Wear
There’s one watch in my collection that I reach for almost more than any other…
And most days, I put it right back.
In this video, I share the story of my IWC Big Pilot — the first watch that ever felt truly serious to me. I bought it about 15 years ago while working at a pawn shop. At the time, spending that much on a watch felt massive. It was the biggest watch purchase I had ever made.
Back then, I wore it everywhere — to work, to the gym, cycling… it didn’t matter. Scratches were character. Dings were stories. It wasn’t a collectible. It was just my watch.
Recently, after years of wear, I paid $1,250 for a full service. When it came back looking brand new, something shifted. Now I hesitate. I think about value. I think about resale. I think about protecting it.
And that made me ask a hard question:
Did becoming a serious watch collector make me wear my favorite watch less?
This isn’t just about an IWC Big Pilot. It’s about collecting, attachment, risk, growth, and how knowledge can sometimes change the way we enjoy the things we love.
Do you have a watch (or something else) you love… but don’t use anymore?
Let me know in the comments. I read and respond to as many as I can.
00:00 – The Watch I Reach For… But Don’t Wear
00:38 – My First “Serious” Watch
01:15 – The Pawn Shop Story
02:45 – When I Wore It Everywhere
03:50 – When Collecting Changed Things
04:40 – The $1,250 Service
05:35 – Why I Hesitate Now
06:35 – Did Collecting Ruin It?
07:20 – Why I Won’t Sell It
07:55 – The Real Solution
Music Used:
Brooklyn and the Bridge by Nico Staf
A Night Out by Tracktribe
#rolanddigsit #luxurywatches #iwc #horology #bigpilot
@theurbangentry @thetimeteller @JustOneMoreWatch @NicoLeonard @THEMADWATCHCOLLECTOR @WatchWitt
Видео The Watch I Love… That I Don’t Wear канала Roland Digs It
And most days, I put it right back.
In this video, I share the story of my IWC Big Pilot — the first watch that ever felt truly serious to me. I bought it about 15 years ago while working at a pawn shop. At the time, spending that much on a watch felt massive. It was the biggest watch purchase I had ever made.
Back then, I wore it everywhere — to work, to the gym, cycling… it didn’t matter. Scratches were character. Dings were stories. It wasn’t a collectible. It was just my watch.
Recently, after years of wear, I paid $1,250 for a full service. When it came back looking brand new, something shifted. Now I hesitate. I think about value. I think about resale. I think about protecting it.
And that made me ask a hard question:
Did becoming a serious watch collector make me wear my favorite watch less?
This isn’t just about an IWC Big Pilot. It’s about collecting, attachment, risk, growth, and how knowledge can sometimes change the way we enjoy the things we love.
Do you have a watch (or something else) you love… but don’t use anymore?
Let me know in the comments. I read and respond to as many as I can.
00:00 – The Watch I Reach For… But Don’t Wear
00:38 – My First “Serious” Watch
01:15 – The Pawn Shop Story
02:45 – When I Wore It Everywhere
03:50 – When Collecting Changed Things
04:40 – The $1,250 Service
05:35 – Why I Hesitate Now
06:35 – Did Collecting Ruin It?
07:20 – Why I Won’t Sell It
07:55 – The Real Solution
Music Used:
Brooklyn and the Bridge by Nico Staf
A Night Out by Tracktribe
#rolanddigsit #luxurywatches #iwc #horology #bigpilot
@theurbangentry @thetimeteller @JustOneMoreWatch @NicoLeonard @THEMADWATCHCOLLECTOR @WatchWitt
Видео The Watch I Love… That I Don’t Wear канала Roland Digs It
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23 февраля 2026 г. 22:00:29
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