My humidor has a divider in it. On the left are what I consider my 'special' ceegars...they are the ones I select when I want a more special smoke, ones I don't care to share, ones I buy when I have some time to spend in the spa, or just relaxing at the end of a good productive day. These would include Illusione Pactums and Fume de Amour, Southern Draw Firethorn, El Rey del Mundo Nicaraguan, D'Crossier 512, Camacho Connecticut and ABA, and similar. Don't care to share any of those.
On the right are the ones that are still excellent, honestly, they are probably the equal of any on the left, because price point means nothing when deciding what ceegars to purchase, and which ones are of excellent quality. But they are ones that I consider to be more 'pedestrian'. I usually buy them on special, or they have an excellent price point. Like Man o' War Ruinations (normal price point $9.00 and up but I buy them when they come on special, but easily the equal of any on the left side) Foundation Chillin' Moose (price point normally $2.40, but again, easily the equal of any on the left) Fallen Angel Devil's Ink (took advantage of several sales lately and bought about forty for $2.50 each, but, as usual, excellent sticks).
Then mixed in wherever they fit are the shorter sticks...the JDN Gran Consuls, the Puros Indios double perfectos, the La Perla Morado Black Pearl purple labels, more of the Devil's Ink cuz they are pretty short, when I get some more, the CAO Brazilia GOL!s, and like that. Because I don't have a lot of time to stop and smoke, these are the ones that often get the nod, so I always have a lot of shorter smokes on hand.
Which one to smoke at any particular time? Someone else said to open the humidor and the stogie will pick you. I think that's about as accurate for me as any other statement. I crave variety in my sticks, but it just seems like it takes the physical act of taking the humidor out of its spot and opening the lid...then one of the little devils will speak my name, and it will be it and I for an hour or two...
Pretty simple really, OP...just don't let this deal of ceegar smoking get to be a chore. Don't get all OCD over it. That's not the purpose. Not for me, and most other folks, anyway. No need for little spread sheets, notes, developing some sort of rotation list. Just go with the flow of the tobaccy.