Some people mentioned that Wag should have offered more and demanded less -- absolutely!
But think about if Wag even said "sorry this happened, that's all we can say for your terrible loss" even without a compensation offer and without an insulting NDA. It probably wouldn't have pushed the owner to post this and for it to end up on HN -- and now the world knows.
I honestly believe Wag and Rover and other large companies that offer pet walking services should put up a very high liability bond for pet injury -- on the order of $10K or more. That way they have skin in the game to vet their walkers better. Most owners value their dogs above that, and that incentive is the only way to get these corporations to listen.