It seems those choosing to upgrade or not upgrade fall into two categories:
1) "I own the first gen, but bought them so early on that the battery has degraded." This is a great and valid reason to upgrade. It must be rough only having 30min-1 hour between charges, so it's just time to get a new pair. No reason to wait another 9-12 months, it will be an annoying wait.
2) "I own the first gen, but I haven't owned them that long, so I'll wait til gen 3". Valid reason to not upgrade. While 'hey siri' and wireless charging is nice, if your battery is still good, it is a harder sell.
Just depends on how itchy you are to upgrade, or how important those features are. I know very well how the upgrade bug can hit. So you do you if you want to upgrade to have the latest and greatest!
For those who don't own the first gen and are on the fence - I have only owned mine for about 6 months. My regret is 'what took me so long', because they are great. For the money, sure, there are better sounding headphones for music. In fact, I own 2-3 headphones that cost over this $200 price, both wired and wireless, and of the open and closed headphone variety. However, my AirPods are by far my most used headphones because of the convenience and the 'it just works' magic that Apple nailed with this. To simply open the case and start listening without any bluetooth syncing or on/off switches, and the ease of putting them away is just too good.
And then there's me, the third category:
3) "I own the first gen, but bought them so early that the battery has degraded. Additionally the right AirPod sounds broken & muddy compared to the left. Also two days ago I accidentally washed them in the washing machine so now they're completely dead."