My system
To preface, 90% of my hunting is on limited entry hunts. I may only hunt that tag or unit once, so I am always gathering and organizing info on hunts I hope to hunt in the next 20 years.
My main tool is a Word document (nearly 700 pages...no you can't have a copy....lol). I organize info by state, then specie, then unit number, then the date of entry. For example:
Colorado:
Colorado: Elk: Unit 55:
2010: Joe the taxidermist in Gunnison told me there is a wedge of public land to hunt on the south end of NoName Ridge just above the ABC Ranch.
2011: Saw heard of 40 elk with two bulls on the south end of NoName Ridge at GPS coordinates (#####, ######)
Any time I learn ANYTHING of interest about a hunting unit, I type it in there. If run across a good post I cut and paste it in there. If someone tells me something about an area, I will email myself and cut it and paste it in there. I also insert photos of game for the unit, which helps me see what kind of genetics and trophy quality a unit has in it.
I also keep an Excel sheet of the very best GPS coordinates with notes of what was there (glassing spots, watering holes, game sightings, camping spots, etc.). Often these units I will never hunt again, and I can share the info with another hunter.
I have paper maps and Google Earth marked up extensively. I have started carrying my laptop in my pick-up on hunts and add new spots to it each day. That gives me a visual of what I am learning.
Finally, to plan my hunt applications, I keep an Excel document with all of the hunts I am applying for. It is organized by date (the date the applications are due or the date the draw comes out) so I can stay on top of my apps. I list each specific hunt I applying for, the points I have for that hunt, and the year I think I will draw (so I can plan hunts 5 to 10 years out). I also put in the draw odds on each hunt and have it calculate my overall draw odds in a given year so I can see if I will likely draw one tag (around 100% total of all the hunts applied for), or may draw too many tags (for example a 400% total means I'll likely draw 4 hunts), so I can make adjustments accordingly.