The biggest mistake I made on my first 10 gallon batch probably won't apply to your situation, but I'll tell you anyway.
I brewed a pale ale in the dead of Chicago winter on my buddy's patio. We got a late start and didn't finish the boil until well after dark. When we got ready to chill the wort, we realized that at some point we had run some water through the immersion chiller (not sure why, that's what we get for drinking on brew day) and that it had frozen inside the hose and was blocking any more water from flowing through, meaning that we were unable to use the chiller. Well, we figured that was no problem -- it was in the single digits outside with howling wind and a couple feet of snowdrift accumulated on the patio. We would just put it in the snow bank and let it chill! Yeah...turns out that a well-insulated pot with ~11 gallons of freshly boiled wort doesn't cool down quickly, even in those conditions. 2 1/2 hours later (around midnight), the wort had finally dropped down to around 100 degrees, so we said "good enough," transferred it into fermentors, and let it finish cooling to pitching temperature overnight.
The moral of this story: make sure you have a good (and functioning) way to chill this much liquid down!