I don't have a ton of experience with chainsaws but I have some. I have mechanical aptitude. I understand that I'll need chaps, gloves, and safety glasses.
I have 5 acres and lots of trees. I am on a budget and am happy buying used. Eyeing a local Stihl 41 Farm Boss for $200. Usage will be felling a handful of trees a year and cutting up dead trees in manageable portions.