Not sure what you meant by "across" and "diameter" as they are the same thing. Well, I suppose technically diameter would be through the center, but I think you mean the same thing.
In any case, what I use my saw for is about what you use yours for. I used an 034 for ten yr. and then went to an 036 Pro, which I've had five yr. and still use as my main saw. The 034 worked fine for me. The 036 works a bit better and does everything I ever need it to do. Probably would for you, too. That saw isn't made any more, but the MS361 is close enough to it for this discussion and you'd love it.
I would love to have a 441; however, as my 036 works great, I can't go with so much more money to get the 441. I can't think of a time when the 036 [361] didn't do the job. So, it depends on how much money you want to put into it...if you can handle the extra few hundred to get a 441, I'd be envious.
I run a 20" bar on my 036 with chisel chain. Yes, now and then I have to cut a tree from both sides, but out of the trees I cut in a year, maybe three of them require this other than right near the base. I have never run a longer bar than 20"; someone else here surely has and can tell you how well a 24" would do on that 361.