Now, anyone know of a good sources of "how not to kill yourself with a logging winch" videos or threads.....
Separate from the winch/tractor aspect is the general tree work, clearing, falling, chainsaw and axe work. I don't know how much experience you have there so take this as sort of the first round.
If you don't have much it might well be worth while looking around for a local felling and chainsaw handling class.
My main advice here is "know when to hold em, know when to fold em, know when to walk away, and know when to run".
Even small trees or limbs under tension can be deadly. Chainsaws have a unique set of hazards, invest in some proper PPE (boots, chaps, face guard).
Anything other than a straight up and down solid tree adds substantially to the risk. I'm especially cautious around any sort of heavily leaning trees which can have a high risk of barber chair, and trees with ANY rot which can collapse or otherwise fall/kick back/do other unexpected things. Some of those I just leave until mother nature does her work.Some can be take out with some care if you're familiar with the techniques to do so...
You also have to get some understanding of the local wood. Where I'm at the fir is pretty easy to deal with for the most part. The oregon white oak is also fairly decent to deal with as long as it's not rotten in the center. On the other hand there is a lot of ash which gets both brittle and rotten when it gets older and some maple that tends to have some heavy side weight and can be extremely brittle at times. Those trees require more care and some I also just leave until they come down on their own. Trees with dead tops or limbs overhead also need some thought, a 4" or even 2" limb landing on you point down can be a life changing event....
There's also a lot of situational decisions.... There's a big old fir in my front yard that I'm not real comfortable with (lone firs lack support structure and it's leaning kind of the wrong way.. towards the house and shop). That one I'll hire out. I had a similar situation where I took down a row of trees next to his house, we got to the last one right by the house and he asked "what about the last one", and I said "It's leaning towards your house to hard, I don't have insurance, you're hiring someone to come in and take that down in pieces". In either of those cases, 90-95% odds I could have dropped the tree right where I wanted it and not had a problem.. BUT the cost of failure is/was high so it's not worth it.
I would suggest starting small, practice good practices and kind of work your way up. Get some help from someone with some experience if you can at all find it, they'll have a ton of "well I didn't know that, but I'm sure glad I learned" pointers.