What would be a popular mixer with plenty of volume?
https://bitmixer.io/FULL OBSCURITY FOR THE PEOPLE! jokes, I bet the mixers keep records.
If you are that paranoid, go through 2 different mixers.
It is double the fee, but the chance that they are in cohoots is very low
Just learning the ropes at the moment, interested in how DarkWallet is going to fair in the up and coming months

last time i checked zero coin was in better position than darkwallet, because it was based onf zero-knowledge proof
i would simply use monero for now, if i want to avoid tracking, you sell monero for goods here on bitcointalk, i'm sure there are those who can accept it, it's pretty stable as a currency