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I can tell you I have ported 266 268 and 272sOK, having felled with the 288 a bit now, I like it...but she's a mite heavy, at least for the size of stuff I've been cutting. The goal is light weight, grunt off idle, and longest bar for cc. Which after messing with my 266s and researching 372 vs 272 makes me think 272. A video by hotsaws101 and this quote by Holmen tree on AS stuck out to me.
"Yes the old edition 372XP is touchy in the wood. When I switched from the older Stihls (066 064 044) I found the 372 only had good power at WOT. Let off the throttle a bit in the cut while felling with the bar buried and the chain would seize with chips jammed in the bar rails. (I have experienced the chips in the rails plenty myself)
Keep the 372 rpm high and it was a laser in any size wood the 22" b/c could handle.
Interesting thing I noticed when a few years later when I bought a 272XP which is 13 years older then my 2006 372XP. The 272XP cylinder design didn't have the top end only high power capability. But more like the modern 372XP X Tork power with some grunt also on the lower midrange revs.
Ideally the older 272XP power band may be more user friendly with room to modify the porting and compression for more top end power, but in the end buying a new 372XP XT EPA regulations rules."
Now, I have an XS 2166, and I'm getting to splitting hairs here, but I wonder how it compares to a 272 with a least a BGD, MM, etc. I think the 2166 is a bit heavier and I prefer the KISS of the 272 vs. strato. I did some experimenting weighing saws and see what I can hold out sideways in front of me arms extended as if reaching and cleaning out a face or starting a cut, and 266 with a LW 24" is the limit of what I could do very much. I can get the 2166 28" out there but it would wear me out. Heck I did it with the 288 and 32" heavy stihl bar...
With a 24" I can tell no real difference
At all but the 2 piece ignition for whatever reason the 266s are just stronger or feels that way
I have no need for longer bar's we have small tree's.