I had a moto360, first version, when it was released. Well, it was pretty cool. The battery could almost last all day if I didn't use the watch for anything.
Same. I got mine for $149 (down from $199) thanks to some discount deal they were running at Staples of all places. Looked nice, did all the basics (notifications, nav for when I was riding my motorcycle, quick replies, could install or create any watch face I wanted), and the battery lasted long enough that I only needed to charge for 30min in the evening if I was going out somewhere after work.
Eventually the battery died and I failed miserably at replacing it so it was toast. I figured there would be something new available in the few years since I'd bought it - maybe improved battery or a fix for the "flat tire" at the bottom of the display. But when I searched, all I found were either ugly plastic "omg sportz@!" designs or classier stuff for 2-3x the price.
Still haven't purchased another smart watch. It was bad enough dropping a couple hundred bucks for ~3 years of use. I can't imagine spending $400-600 for (at best) minor incremental updates.