This is going to be a bit "math heavy", but do not be intimidated, it is very simple calculations that can be quickly done in one's head once you have established some data.
First, lets list a few "knowns" that I have tucked away in my own skull.
I'm going to be working with the values of a Leupold 3-9x40 VX-2 with a standard duplex reticle.. I believe that all Leupold 3-9 scopes using the standard duplex have the same subtention between the heavy portion of the crosshairs. (Subtension refers to the length between two points on a target, and is usually given in either centimeters, millimeters or inches. Since an mrad is an angular measurement, the subtension covered by a given angle (angular distance or angular diameter) increases with viewing distance to the target.)
If you are using a different scope you can just measure the subtention between the heavy portion of the crosshairs by looking at a ruler at at 20yds and noting the distance between the gaps. Multiple the 20yd values by 5 to establish 100yd values for simplification later.
Anyway, the subtention between the heavy portions of the standard duplex reticle at 9 power is 5" at 100yds. I would use this 5" value on deer sized targets of 15" depth brisket to whithers to equal 300 yds. It's a simple ratio equation.
So, how do we use thus to estimate range for a gray squirrel? Let's use the subtention from the intersection of the crosshairs to the top heavy portion @ 9x which is 2.5" at 100yds.
Let's also use 1.5" as the distance from the bottom of the gray squirrels jaw to the top of the head.
1.5/2.5 = .6
100yds x .6 = 60yds If the squirrels head fills that gap @ 9x, then the squirrel is 60yds away. Simple math that can be computed quickly. If the heads doesn't fill the gap, then the squirrel is over 60yds and you could use some guesstimating to compute those further distance IF you deem it ethical to shoot at that longer distance. If the head fills 2/3 of that gap in the first example, then it is 1/2 that 60yd distance farther, or 90yds. 1/2 the gap and it is 120yds.
If the squirrels head fills the entire gap of the heavy portions @ 9x, then it is 1/2 of that distance, or 30yds.
But, what if the relationship is somewhere in between?
Then, you can dial back the magnification until the head fills the gap from crosshair intersection to the heavy portion of the reticle. If you end up @ 4X, then the distance is 4/9 or .44 x 60yds or 26.4yds, for quick estimation, 4 x 6 = 24 + 2.4,
3x is easy 3/9 or 1/3 of the 60yds distance = 20yds
4x = 26.4 or 26yds as above
5x = 5/9 or .555 5x6 = 30 + 3.0+ .3 = 33.3 or 33yds
6x is 6/9 or 2/3 ( 2x the above value or 40yds)
7x is 7/9 .777 7x6 + 42 + 4.2 + .4 = 42 + 4.2 + .4 = 46.6 or 47yds
8x is 8/9 .888x 60 8x6 = 48 + 4.8 = 52.8 or 53yds
9x = 60yds as above
Once these values are established for your particular scope/duplex reticle values, you can make mental notes or tape a slip of paper somewhere convenient for field use.