Thoughts on the dimmers? Been looking at them myself.
I'm very happy with them so far. I had Insteon dimmers for about 10 years, but they kept failing and otherwise misbehaving, so I finally started fresh. It's too early to say how reliable the Caseta dimmers will be, but Lutron has a good reputation.
I'll save my complaints about Insteon for another day, but I think much of the problem with them stemmed from two things: the unreliability of the switches (thus necessitating replacing them), and the "mesh network," which while it means Insteon should work in much larger homes, it also means devices keep trying to "talk" to switches that have been removed and replaced. Caseta doesn't use a mesh network, which makes it simpler and it covers my home with no issues. McMansions may need something else.
The buttons on the dimmers takes some getting used to. Instead of a rocker switch, they have separate four buttons: On, off, brighten, and dim. Insteon switches, and many z-wave switches I looked at (but haven't used) have a more familiar physical appearance, where tapping the top part turns lights on, tapping the button turns lights off, and pressing and holding up or down brightens or dims the lights. I will say I probably like the Insteon style better, but I'm getting used to the Caseta dimmers quickly. More importantly, my wife likes the system, and she's much less of a geek than I am.
Integration with Siri is easy, and works well. You can set up rooms and zones, so you can say things like "turn on living room lights" to turn on all lights in a room, or "turn off downstairs lights" to turn off all lights in a zone (rooms consist of switches and other devices, and zones consist of rooms).
At the time I got my switches, I got it as part of a bundle that also included an Amazon Echo Dot. I figured this was a gimmick, but I really like it. I can issue pretty much the same commands as I do with Siri (though Homekit scenes don't carry over; you'll manually need to set up groups in the Alexa app), and it's nice to be able to say, for example, "turn on kitchen lights" when I'm preparing food and it starts getting darker outside. Hands free is nice (I have an iPhone 6 that doesn't support "hey Siri"). That said, if Apple comes out with an Echo competitor, I'd probably dump Alexa (that's Amazon's digital assistant, not my wife).
Set up is pretty easy, but the Caseta app on the iPhone is slow to start up. Fortunately, you only need to use it to set up your devices. From there, you can use the Home app in iOS 10, or indeed any other Homekit app to control your devices, setup scenes, etc. You can even use a Control Center widget. Lights respond in real time as I dim them from the iPhone. There was a considerable lag when controlling Insteon switches from the Indigo app.
The Pico remotes are great. They are, as the name implies, tiny remotes that you can wall mount (to work like a 3-way switch), put on a table or desk (they sell stands with weighted bases for this purpose), clip to your car visor, or just use like a handheld remote. I've mostly wall mounted them, because I have a few 3-way (and one 4-way) switches in my home. You install the real dimmer in just one location of a 3- or 4-way setup, and mount the Pico remotes in the other locations. And you can wall mount them anyway; you don't need any wiring for this to work. I've done this to make it so I can control my living room lights via a "switch" (really, the Pico remote) from a gang of switches near my front door, and another gang of switches near the kitchen. Basically, you can turn any light into a multi-way light, and place the switches wherever you need them.
The Pico remote battery is supposed to last ten years. If it does need to be replaced, it's a lithium button cell (non-recharable), like you might have in a watch.
Also, Caseta no longer requires an active internet connection to control your lights. Before a firmware update to the Smart Hub, they apparently did. Of course, you'll still need internet connection to remotely control your lights, but I'm able to control my lights from the Home app and Pico remotes, even when my internet is acting all Comcastic.
You can set schedules for your lights either from HomeKit or the Caseta app, so your lights turn on automatically at sunset and off at sunrise, for example. I'm mostly using the Caseta app for this sort of animation, since then the Smart Bridge acts as the hub to handle these automations, but if you have an Apple TV 4 or an iPad you keep at home, you can use that as the hub, instead. That allows you to do some things you can't do with the Caseta app, like turn your foyer lights on automatically when you arrive at home (as determined by your iPhone's GPS). If Santa brings me an Apple TV for Christmas, I might switch my schedules to that, but for now, I'm using the Smart Hub.
Caseta right now only has a few products: an in-wall on/off switch (non-dimming, I use one for my bedroom fan), in-wall dimmers, plug-in dimmers, and the Pico remotes. Insteon has a wider range of products, like motion sensors, water sensor, door/window sensors, and multi-button remotes; likewise for Z-Wave and Zigbee. But as HomeKit compatible devices like these from Fibaro come out, you can get devices from multiple manufactures to play together. Yes, hubs like Wink and SmartThings let you do the same, but they don't work with Siri, and for an Apple geek like me, that's important.
So, yes, I'm very pleased with it so far. Automation, remote control, and voice control of your lights might seem like a gimmick, but I've been using it for years, and even with the frustrations of my last system, it's a convenience you won't want to give up once you've gotten used to it. So far, Caseta seems to eliminate the frustrations of my old system.