I technically only own two saws.
I bought a Stihl MS 290, and while I like it for the most part, the oiler is awful. The chain is always on the dry side even with using Stihl bar oil. I have a 16" bar and it gets hot on long cuts. Other than that, it runs great, and always starts. I'd go with whatever the next step up is to get you to a "Pro" saw with a better oiler.
I have an old beater McCullough with a 20" bar that I picked up for free. The guy couldn't sell a non-running saw and couldn't understand why. :bang: All that was wrong with it, was a crack in the fuel line. I shortened it up a little, and cut 6 cord with it. Not bad for free.
My dad has a Johnsered, but had trouble with it starting. We had to put a screw in the choke plate to get it to start. I could "adjust" the mechanism to make it close properly, but this worked. Apparently they haven't fixed the problem. We went to "Woodsmans Day" at the fair, and the dealer was cranking away on a saw. I turned to my wife, and said. "It must be a Johnsered, it doesn't start"
I looked over to the sign, and sure enough, that's what they were selling. It cuts very well, and I like it. For some reason, I have to start this one on the ground, I can't drop start it without it flailing around more than I like. There is that decompression button, but I haven't messed with it.
There is a pretty good collection of old saws at my parents house, but they don't get used much. I learned on my dads Homelite 350. It doesn't have a chain brake, and he always had trouble with it running properly, but it was a great saw when it was working.