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361 should be good. I have tried mine on a 026 / 261 with 3/8 sprocket, but it seemed to bog down too easy, which is why I went to the old 028. Have never run Canola for bar oil, but sounds like an excellent idea. About 12-15 years ago, Baileys and Madsens were selling the Simpson for $335.

The Honda powered winch has an oil sensor kill switch that kicks in if the upward angle is too much. A downward angle will bend the plate the winch sits on when using the tree mount.

Forgot to mention I also have a couple of the Simpson capstan winches powered by a chainsaw. Too big a saw = broken winch. (O28 = awesome. 044/440 = very bad). Both winches have their pros and cons, but the Honda powered winch will start on the first pull after sitting around for a month or...

I own of those winches (made in Quebec, Canada incidentally). Excellent product. You may want to purchase the optional tree mount as well. Since it is a 4 stroke engine, operating angles can mean having to use a redirect. I also bought the optional larger drum, which provides for faster speed...