I'm no expert but let me offer you my advice on the bear in the pic,
I would guess it's age to be almost 2 years old, (they stay with momma for approx. 18 months)
I think it's current live weight is only about 135 to 145 lbs. (adult Black Bears weight between 125 and 400) so this one is on the small side.
Personally, If I saw this bear in the woods I would let this one pass.
A Black Bear's skull measurement determines it's Trophy Status., AND I don't know how true it is but I have heard a few times that an older bear tastes a little better than the younger bears.
Where are you hunting for Bear Joel? my advice would be (especially this time of year) find the old apple tree's, (apple's are abundant this year)
if you see any bear sign at all, hunt right there. Good Luck