I use a google sheet, just so i can access it from home, work, or my iPhone.
I apply for elk in 8 states, 5 of them have pps (AZ, CO, KS, UT, WY) and 3 of them are random/OTC (ID, NM, KY). I also do the LE draw in ID and have gone on OTC hunts in CO but i try to avoid them as much as possible. I also buy pps for Mule Deer and Antelope but haven't used any of them except for Mule Deer in CO a few years ago.
My goal is to go on a 3-5 point elk hunt every year for 2 weeks (last year was WY) and an OTC/random opportunity, which last year was ID. I keep a tab with all my hunting related expenses itemized for the year and roll them up to 5 or 6 categories, for example tags, gear, travel, league/3d's, etc.
Another tab is my plan for that year; what i've drawn so far, current pps, application strategy and draw deadlines.
When i retire in the next 5-7 years I will use the deer and pronghorn points I've accumulated, just don't have enough time off now to use them.