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Two watches every three years is my current cadence but it’s not set in stone.

I buy aluminium so the up front price is lower and the resale margins are better.

I have an S8 so will likely skip the S9 but if the Ultra II come out and is interesting I may go that route. All based on current rumours. I’ll obviously decide once those products are released.

So whenever I feel like it, basically, but for features, not for “newness”.
 
The only instance in which I went from the previous generation to the next was from the S5 to the S6; And that was for the blood oxygen sensor in the S6 which, during the height of the pandemic, it was speculated may be helpful in detecting COVID. Otherwise, I'll go a few years between updates. I've always gone with the aluminum WiFi-only models, but I recently made the upgrade to the Ultra from the S6.

Edit: Grammar.
 
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I am one of the foolish ones, but I chose Apple Watch Ultra this time around. I may revert back to SS AW9 as I am not an adventurer and although I like the big screen, My wrists barely pull off the 'smaller' SS AW.
 
I upgraded a few times till I got the S6. It really is quite good; plenty fast and the battery still lasts a long time. I charge it each evening before bed when the charge drops to about 65%.

I imagine I’ll keep it for several more years till the battery dies or I crack the lens.

I got the aluminum case. I like that it is very light. I had a SS case early on but it was too heavy.
 
So far, yes. Always the least expensive option. I like having the latest features, a fresh battery, and the highest possible trade-in value.
 
Just had to look up what model I have, so . . . No I don’t update :)

I’m on series 6. Only got it because it was on a serious discount but I like it a lot. Would upgrade for more battery but that’s about it.
 
S1, then S4, then Ultra. Wasn't planning to buy another after the S4 actually, was moving back to traditional watches. Still have my Seiko on today, but the Ultra is different enough that I keep it in the weekday rotation.
 
I went from the S3 my first watch to the S5 as I wanted ECG. I will update when the battery needs charged more than once per day or when I see a new watch with a feature I really want.
 
I did for several years but I didn't see anything that would even remotely tempt me with the last release.
 
Nope still have the S5 and before that I had the S1. The AW doesn't have enough additional features per generation for me compared to say the iPhone.
 
Still using S3 and S5.
When they sort out the battery life...I might reconsider
 
I started with a Series 1 (The reboot released alongside the Series 2, not the original) and from there I got a used Series 4 in I think 2019. Sold that one and got a Series 5, again used, and since then I've bought and sold different Series 5 watches.

Currently rotate between (mostly) a Titanium Series 5, Ceramic Series 3, and a few different Stainless Steel S5 models. I think my next watch will be a Series 5 Ceramic, should I ever find one that's not super inflated in price.

Maybe in another few years I'll buy a used Series 7 stainless. You don't always need the new shiny thing, and if you never play with the new one, the old one will still feel fast enough.
 
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