"That hasn't applied at or within 100 miles of a US border point of entry since 1953."
The plain meaning of that is not 'doesn't apply fully and maybe sometimes applies and sometimes not'. There's a difference between 'charitable interpretation' and 'so charitable as to coincidentally be bent into something originally unsaid but happens to support my argument'.
The goal of charitable interpretation is to avoid assuming ill-faith, not to reinterpret the position to something other than what it is.
"Opens a large hole in, allowing violations to large numbers of travelers at governmental discretion and thus doesn't usefully constrain the government against those in the area" is well within charitable interpretation of the quotation.
Apparently small loopholes can be readily, repeatedly violated.
"That hasn't applied at or within 100 miles of a US border point of entry since 1953."
The plain meaning of that is not 'doesn't apply fully and maybe sometimes applies and sometimes not'. There's a difference between 'charitable interpretation' and 'so charitable as to coincidentally be bent into something originally unsaid but happens to support my argument'.
The goal of charitable interpretation is to avoid assuming ill-faith, not to reinterpret the position to something other than what it is.