hello there pard hope all's well, so lemme just say I'm on the west coast and am used to west coast felling styles but am open minded to why folks go about things the way they do for their respective areas. Now I haven't tried a go at dumping oaks, maples, walnuts and the like that have big ol monster canopies like that and would need a bit of time lookin er over to figure my play. As of your pictures it looks like to me you've got a lean to about 2 o'clock position of photo 1 and dead to the right of photo 2, which best I can guess from the broke off branch that's parralel to the road or driveway. If able I would send it with the lean as it looks clear of obstacles and a field or something in background. A- because I haven't any climbing or rigging gear to limb and rig it out, B- is I've got more experience falling from the ground and would feel more comfortable. That's just me though and there's a hunert ways to skin a cat so stick with what you know. If you're still hesitant it's ok to walk away from a tree if it don't feel right in yer gut, don't make you less anything and could keep you alive.............we're the only ones responsible for our safety so o don't mean anything against you or anyone here at all, just don't wanna see or hear of folks getting hurt or kilt cuz of pride, we've all done it and had that balls tingling moment and lived to learn from it. So now that I've written a novel lol, safe cuttin sent to ya sir from central oregon