Email delivery is not a guaranteed process. It does NOT depend upon one set of computer / router configurations. It does NOT depend upon one set of telecommunication circuits. It does NOT depend upon one fixed-set of personnel. It is forever changing. CHANGE is accomplished by fallible people.
Futhermore, LISTSERV(R) adds a level of complexity over-on-top of those processes.
I can have multiple subscribers from the exact same email address: some will get the distributions and some will not, on occasion.
Even when I know what I think the problem is, finding and working with competent gurus is also a challenge (sometimes).