With cigar prices and tobacco taxes going nowhere but up, one should think outside of the box:
1. Buy now and save later, and you will have some well aged cigars at your disposal to boot.
2. Out of storage, no problem, buy another 120-qt cooler for your extra boxes, problem solve.
Wait, now you have extra space in your new cooler, go fill it up and don't waste that extra space. Besides, everyone knows a full cooler is easier to regulate temperature and humidity.
When you asked yourself whether you should buy that extra box of cigar, refer to 1 & 2 above. It's a no-brainer.