I've owned them all as well. I'm just a firewood hack. Average 200 cords of blocked wood a year, shooting for 300 this year since the winter was longer and colder last year and we sold out. Thank God I don't have to split the stuff! Here are my short opinions:
261c Solid, same bar mounts as the larger stihls.
550xp Some have had hot re-start problems, otherwise a 10 in my book. Biggest, littlest chainsaw you will find.
562xp Tweener. Could be a one saw plan but for just a bit more the 372xp is right there.
362c same as /\ above.
372xp Nothing not to like. Tried and proven for years. I happen to like the Xtorque version.
461 77cc, tough saw. I pay 12% off list on both brands but Stihl has a higher resale value.
576xp and 461 aren't to far behnd my 661s wearing a full comp chain up to 28", then Stihl pulls away from there. Feels heavier than it should. SMOOTHEST.
390xp not impressed stock. Ported they are an animal. Again feels heavier than it should.
7910 Dolmar. Air filter sucks without the HD kit. Smooth, strong, bad re-sale. Probably due to dealer support.
So for over 25 chainsaws in the stable my choice would be, 372xt and 550xp. OR 461 and 261. Keeping sharp chains and good fuel/mix there isn't anything you won't be able to do along with great mileage and superior lifetime service of the saw. And those 4 port really well if you wish to make more H.P. Also I've noticed lighter saws in their classes allows me to move faster for better production.
Don't forget to buy the oil to extend the warranty.