>>1541363On my 1x9 setup on my Sora commuter, I did drop the chain a couple of times before I started using 10 speed chains. So for trail use you definitely will see dropped chains constantly. See if anyone makes a NW chainring that's specifically made for fewer gears that has wider wide sections. Chain keeper is a must. Alternatively, a Microshift 9s Advent clutched mech would probably function okay with everything else you've got.
>>1541362Connex links are completely reuseable and can be installed or removed easily by hand. The chains apparently also last long enough that they're more cost effective than cheaper ones.