I buy my socks in "generations", alternating white and black. I ruthlessly purge individuals when they develop holes and I purge the entire n-2 generation whenever I buy a new batch.

I've been buying socks from Sketchers for years now. It's the only brand I buy. They're not amazing, but I get holes in my socks so fast I don't really care. At the very least, all my socks match, even though I probably have some that are 8 years old and some that are 2 weeks old.