Currently a Pebble user (got for Christmas from my wife and daughter). I originally delayed the purchase on the notion of "meh, my Pebble does 95% of what I'd use an AW for", but after reading initial user impressions from former Pebble users on this forum -- and seeing almost every one of them say that AW is significantly better -- I said why not, and thumbed away the Apple Pay button for the 38mm SG BSB. Here I am a week later, seriously considering if the $350 is worth it for the +5% of the feature-set I'm getting here. I haven't seen a comprehensive list of added benefits compared to the Pebble or anything, so I was wondering other AW owners' honest opinions now that AW has been out a long enough time to form them. Style/appearances: I think most people seem to value this as a big upgrade over the Pebble. I'm somewhat partial to the Pebble, and personally don't think either one looks significantly better. Watch Face: Until AW gets customizable ones, I really don't like the lack of seconds on the digital faces. I think there's a thread on this subject where the OP gets bashed about it, but I side with him. 59 seconds or 3 seconds is a big enough deal when I need to be getting my daughter to her school bus stop. My Pebble face (Timely 2.5) shows a 3 week calendar. When someone says "the 14th", all I need to do is look down, and I instantly know it's next Thursday, without pushing/touching anything. Not yet with the AW, but maybe in the future? Notifications: AW is more customizable. Well, I'm an info junkie (more is better), and the amount of notifications I get with the Pebble doesn't bother me. Every 2-3 weeks, I need to toggle the Bluetooth if it loses sync, but not a big deal as I notice it instantly if my watch doesn't go off 1-2 sec after my iPhone. Messages/Mail/Phone: I'm a work-at-home programmer for a company formed with some online friends a couple decades ago. I married my first and only girlfriend from high school (been 17 years) and moved several times since. Hence, I have zero real-life friends (highly introverted), and live hundreds of miles from my nearest family (and they don't write/call much). Suffice to say, I rarely write any messages, and the highlight of my inbox is usually what shipped from Amazon. All work messages/calls are Skype-based (to another account, even), so not much benefit to AW phone calls. Sports: I already get up almost hourly while working (short attention span). I'm pretty fit, and I already exercise daily out of medical necessity. I don't really need anything telling me how much I exercise -- my blood pressure is a telling indicator enough. Apps: My iP6+ is always in my pocket unless I'm sleeping. Without native apps, is there really a point? ApplePay: See above. I've only used Apple Pay once at Walgreens for the hell of it. My grocery stores don't take it. I don't eat out (wife is gluten+MSG sensitive). I do all my other shopping on Amazon. Siri: This is the only feature I care about. I thought it would be really neat if I could set a timer while I'm cooking, especially when my hands are wet/dirty. But I could just as easily wash my hands (if necessary), hit 2 buttons on the Pebble to start a timer, or dry them, reach down and hold down the home button to start Siri in my pocket. Or, as my wife would put it... "there is something called the kitchen timer... " Battery: I already plug in my iP6+ nightly. I take off my Pebble and set it next to the charging cable. Whether or not I plug it in depends on how much battery I have left. If I have to charge it daily, it would save me the effort of checking its battery life! I can see how it might be irritating if I travelled a lot and had to take an extra charger. But I've travelled overnight like once in the past 3 years, so that's really not a priority. TL;DR: Can you help me think of anything that would justify the $350 for a Pebble user? Because I can't think of any, and I can just picture my wife's exasperated look as I tell her... "Honey, I'm replacing your Xmas present with this watch that cost 3.5x as much, but doesn't do anything substantially new or useful other than have Siri show me pictures of Corgi puppies." Or is there none, and I should just cancel my order?