XCOPY is routinely failing due to an "insufficient memory"
error.

I have found one reference to this problem that states
that this will happen if "the full directory path starting
with the drive letter plus the file name) was longer than
254 characters - Windows' limit."

Can anyone confirm this?

If so, is there a way to programmatically determine if a
file's path + name exceeds this limit and truncate the
same somehow?