Yes, it can be difficult, but you can see the lifetime watt-hours based on depth of discharge on the manufacturers site for any lithium ion/polymer battery.
The really salient point is that it is non-linear... 500 discharges to 50% is much more wearing than 1000 discharges to 25%... same total watt-hours produced, but much worse on battery life, that is the real point, it is a non-linear relationship.
Older style chemistries we not as negatively affected, in fact deep discharge would often cover up the sins of a poor charging system, but that is another discussion, not the same for lithium.
Back to our batteries, you can look at the curves on the manufacturers sites and make your determination of what % of charge is your "target limit". Most people draw the line at 50%, it's a variable thing, so the more "topped up" you keep the battery, the more lifetime watt hours. There is really no danger of "overcharging" our batteries, too many safeguards, and if you do some more reading, it seems the 100% indicated is really 90-95% of full charge.
My personal line is 50% is where I recharge, but I have lots of short trips, so it's very rare a single trip would take me to 50%. For people with commutes that eat like 30% per day, then you would have to choose between charging at 70% or 40%.... in that case I would charge when I hit 70%, but that's just me, have only been using lithium batteries for about 35 years in multiple applications
Greg