Reliability is a must... A saw (or any tool) at least needs to start, work, & not break right away. I'm not too good for 'disposable' tools... but I don't include OPE in that category.
I bought my 029 Super based on the salesman's recommendation (as an 'upgrade/upsize' from my little Husky 41) and brand recognition. At that time we only had Stihl & Husky down here. I needed a larger saw for some removals & light firewood duty, and didn't want to spend up on a pro saw. It was (and stihl is) the best choice at the time for my needs.
The 361 I got based on reputation/recommendation on AS, plus price, and memory. A long-ago buddy of mine had a ported 036 Pro and it was badazz. (at least according to him it was) I'm certain he'd nod approval to a 361. Especially once worked over. I didn't "need" one, but figured I'd better get it while my mind was made up on getting it. Now I want another one just like it
"for later"
My next new saws will be determined similarly to the 361. (going off reputation and recommendation mainly) I'd like to get a few cuts in with some 'strange' before finalizing, but for the most part, I think there is enough quality feedback to be found here to make some good choices between all the good brands available.
I'm spoiled with having a couple good dealers nearby (Stihl, Husqv, Dolmar Shin, Redmax at one, Stihl, Husqv, JonnyRed, and Shin at the other) plus have a relative who works at yet another Stihl store.