Have NSLs held up in court against the First Amendment?
It's already constitutional that freedom of speech cannot be prevented except to prevent immediate, tangible harm to others. If you want to challenge them, publish one on your blog and say "sue me, let's see what the supreme court says".
This above is exactly one of the key issues. Either - You have the right to speak freely under the 1st, or you don't. - NSL's are 4th compliant warrants, or common orders/subpoenas, having all been reviewed and issued by a judge having jurisdiction, subject to challenge, etc... or they aren't. - The FISA court is a proper court established, operating and regulated under the judicial branch, beholden to the Supreme, or it isn't. Some say: You do, they're toilet paper, it's legislative or executive. With thousands of letters issued there are similarly many chances to challenge it, yet so far it seems only a few have started on the direct route and everyone else seems too chicken. That ratio could really be improved. [For the schemers, and though not really a proper stand up fight, there are probably even a few dual citizens who have received them who could just as happily relocate back home offshore and publish (if not fight) from there. You at least retain the first person perspective that way.] https://en.wikipedia.org/wiki/National_Security_Letter http://www.law.cornell.edu/wex/first_amendment http://www.law.cornell.edu/wex/fourth_amendment https://en.wikipedia.org/wiki/United_States_Foreign_Intelligence_Surveillanc... https://en.wikipedia.org/wiki/Patriot_Act