Not exactly like Jackson you need a additional 400ft+ of elevation change and the "mountain" is much bigger. I have better luck around saddles in similar elevation changes with many fingers like you have here. You've got less than 400' of elevation change if my map ain't lying to me.
I would hunt the knob circled in yellow above and possible the one to the southwest of that one. Deer are probably coming off that point to the south side mouth of Cellar Hollow. Appears the south edge of that hollow is real steep around the bottom 1/3 moving up the hollow.
I also like the Cave Hollow in the upper portion. The points coming off into that from the North look like maybe 200' of elevation change so those a gentle slopes in mountain terms. I'd start with those points right at the mouth... probably start with the one on the right up high and see if you can look down into the hardwoods below. To get there you got a hike up the eastern slope and over the top. There is a great looking knob just off your map/property 11:00 from that hollow. Looks like the best place in that whole ridge line... huge saddle right in there. I'd walk that edge of the line to get a feel for that. Might travel right on around your way.
There is also a low saddle in that middle ridge between unnamed hollow and Cave Hollow I'd look at.
If access is from the bottom.... not optimal. Good luck!
