It doesn’t make much of a difference if everything is automated, as long as it’s not impossible to manually intervene.
Many of these types of factors, including that the cost of non kosher milk exceeds that of kosher milk, are discussed in the poskim. The bottom line is that if you rely on R’ Moshe’s heter, and aren’t machmir on the treifah shailah, it’s okay, and if you’re makpid on the classic definition of cholov Yisroel (or the treifah issue), you need to buy milk which has been supervised.