This might be boring, but I'd target Brooks Brothers during the frequent sales to stock up on their 2 for x suits, sportcoats, chinos, and 3 for x dress shirts.
For separate wool pants, I'd go with Howard Yount.
I tend to get my ties from random places --- lots of Drake's from forums from people who re-sell from sample sales, and Gilt, etc.
Socks - Pantherella from STP.
I'm in the medical field where people don't seem to care as much about how we dress, but for shoes,...