Despite all my AW Ultra curiosity, I couldn't get over the hump of the size, or the design or...
something. I do like it, a lot, but there was something about spending $700-odd whatever on it that I couldn't pull the trigger. It didn't gel with me on some level. Must've tried it on like a half dozen times at my two closest AppleStores (and how great it is that they happily let me wander around the store with it on so I could really get a feel for it?)
Anywho, was content to just not worry about upgrading, and then... had a unique situation fall into my lap to get a Series 9 for basically free once all was said and done, so... why not.
The differences are definitely subtle, coming from my Series 6. The overall speed-up feels a bit like getting a new iPhone these days: Doesn't bowl you over, but there's a quality of life improvement that's welcome. Having the weather complication pop right open to showing me data instead of watching the "please wait" spinner for three or four seconds is great.
Ultimately, I think what I didn't realize until now is I'm a fan of the subtlety of the "regular" Apple Watch, in every sense. I appreciate what it does for me in the background, and am not really looking to trade away its compactness and simplicity to gain anything else. Not yet, anyway—there may still be an Ultra for me in the future, once it slims down and loses some of its "LOOK AT ME" qualities (not at all a criticism, I'm not equating the Ultra to some button-festooned Mega Uber-Athlete Wötch or something, but... it's just not for me).
On another note: How janky has the Watch transfer process become? It took me four tries with a myriad of errors before it finally completed, mostly related to the fact that the 9 showed up with an older version of WatchOS than the backup of my 6 had. I knew I could just set up the 9 as new, update it,
then worry about transfering over my 6's data, but I kept thinking "surely this will work..." And then, I got all these notifications (as expected) on my other Apple devices that a new device had been added to my account that had access to iMessage, etc. except it said that device was an iPad.
Come on, Apple.