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Lawyers Would Rather Fly Than Download PGP

An anonymous reader writes "The NYTimes is running a front-page story about lawyers for suspects in terrorism-related cases fearing government monitoring of privileged conversations. But instead of talking about the technological solutions, the lawyers fly halfway across the world to meet with their clients. In fact, nowhere in the article is encryption even mentioned. Is it possible that lawyers don't even know about PGP?" The New Yorker has a detailed piece centering on the Oregon terrorism case discussed by the Times.

60 of 426 comments (clear)

  1. Security not just about encryption. by Whiney+Mac+Fanboy · · Score: 5, Insightful

    Is it possible that lawyers don't even know about PGP?"

    Is it possible that the submitter doesn't even know about keyloggers, passive listening devices (for phones), compromised encryption binaries, vulnerabilities in protocols, etc?

    If the goddamn NSA can't snoop on an encrypted conversation between a lawyer & client, then frankly, they're not doing their job

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    1. Re:Security not just about encryption. by Brian+Gordon · · Score: 4, Insightful

      If the NSA can listen in, then PGP isn't doing their job.

    2. Re:Security not just about encryption. by Whiney+Mac+Fanboy · · Score: 5, Insightful

      If the NSA can listen in, then PGP isn't doing their job.

      It's got to be decrypted at one end of the other - there's not much PGP can do about a compromised terminal, keyloggers, passive listening devices (reconstructing passwords from the sound of keyboard tapping), etc.

      Basically, a well-resourced, determined attacked doesn't have to crack PGP itself.

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    3. Re:Security not just about encryption. by BungaDunga · · Score: 2, Insightful

      PGP's job is to stop anyone snooping in between sender and receiver. If either computer has been rooted, then you could be running as much encryption as you like and they'll still be able to read your keystrokes. PGP stands for "pretty good privacy": is that good enough for a lawyer?

    4. Re:Security not just about encryption. by Ethanol-fueled · · Score: 4, Insightful

      Another question: Why does the summary title read, "Lawyers would rather fly than download PGP" while the summary asks,
      "Is it possible that lawyers don't even know about PGP?"

    5. Re:Security not just about encryption. by Sloppy · · Score: 4, Insightful

      there's not much PGP can do about a compromised terminal, keyloggers, passive listening devices (reconstructing passwords from the sound of keyboard tapping), etc.
      If there's a microphone in the room, then meeting in person probably isn't much better.
      --
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    6. Re:Security not just about encryption. by Otter · · Score: 2, Interesting
      Basically, a well-resourced, determined attacked doesn't have to crack PGP itself.

      Anyway, who says the NSA can't crack PGP? Some crypto-fanboy showing off how much smarterer he is than lawyers who make no claim of security expertise and have a professional obligation to err on the side of caution?

    7. Re:Security not just about encryption. by darkmeridian · · Score: 5, Insightful

      This is the credited answer. At first, I was leaning towards being cynical and thought that the lawyers just wanted to pad the bill. But we're talking about the United States of America deciding to spy on "terrorists" and their attorneys. I mean, "The Justice Department does not deny that the government has monitored phone calls and e-mail exchanges between lawyers and their clients as part of its terrorism investigations in the United States and overseas. *** In a terrorism-financing investigation centered on the offices of an Islamic charity here, the government mistakenly provided defense lawyers in August 2004 with what the lawyers say was a logbook of intercepted phone calls between the charity's lawyers in Washington, D.C., and clients in Saudi Arabia."

      If the government is tapping your phone lines, what makes you think they aren't intercepting your e-mail? I'm sure PGP would avoid problems like the U.S. government installing a keylogger on your system, or just sending a national security letter demanding access to your e-mails on pain of imprisonment as an accomplice to terror. Oh wait, it doesn't.

      I'd rather take the airplane flight be more sure that I'm not getting bugged.

      --
      A NYC lawyer blogs. http://www.chuangblog.com/
    8. Re:Security not just about encryption. by dekemoose · · Score: 2, Insightful

      Unless that meeting occurs outside of this country, which is why the lawyer in question is racking up the frequent flyer miles.

    9. Re:Security not just about encryption. by dynamo · · Score: 2, Funny

      Ok. What's your IP address?

    10. Re:Security not just about encryption. by MyLongNickName · · Score: 2, Funny

      207.46.232.182

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    11. Re:Security not just about encryption. by Actually,+I+do+RTFA · · Score: 4, Funny

      You can try mine if you like: 192.168.1.1

      --
      Your ad here. Ask me how!
    12. Re:Security not just about encryption. by Fishead · · Score: 5, Funny

      Ha ha, sucker, I am in!

      Now I'll just change your router settings so you can't access the inter...

    13. Re:Security not just about encryption. by cheater512 · · Score: 2, Insightful

      Does it have to be viable evidence in a court of law?

      Remember that we are talking about private discussions between lawyers and clients.
      Thats supposed to be highly confidential to start with.

    14. Re:Security not just about encryption. by Martin+Blank · · Score: 3, Informative

      That's not far from the truth. Each monitor has a unique signal that can be tuned in using TEMPEST gear, to which s0litaire indirectly referred in another reply to you. PGP has (had?) a viewer that was intended to defeat TEMPEST viewing. I don't know the details of it, but I recall it was a gray-on-gray scheme, and it had something to do with the relatively low resolution and color depth available on TEMPEST viewers.

      However, the FBI (and by loan or extension, the NSA) has some very good black bag people, and they are much more likely to add in a hardware keylogger or currently-undetectable rootkit nowadays. That's how the FBI got crucial evidence against Nicodemo Scarfo, Jr., son of former mob boss Little Nicky Scarfo, adding a hardware keylogger to grab his PGP password to allow them to decrypt his messages in concert with his private key, also copied at the time.

      --
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    15. Re:Security not just about encryption. by MaskedSlacker · · Score: 2, Informative

      Actually you don't even have to call it a hunch. You can use all sorts of things in the course of an investigation that you cannot use in court. For example intelligence gathered by one of the agencies from a foreign agent that reveals the identity of an internal mole. Generally that would be inadmissable as evidence, but its perfectly legit to use it as justification to investigate the individual to get evidence you can use in court.

    16. Re:Security not just about encryption. by hardburn · · Score: 2, Interesting

      NSA isn't a god-like organization. They have limits like anyone else.

      It seems that in the vast majority of cases the NSA handles involving encryption, they don't bother to try breaking the crypto itself. Rather, they find some backdoor (keylogger, mishandled key management, etc.). It may seem like cheating to use human error to break the crypto, but in the real world, humans make errors all the time, so you can rely on it in your investigations.

      Therefore, it's likely the NSA can't break PGP, simply because it's a waste of effort to try.

      --
      Not a typewriter
    17. Re:Security not just about encryption. by Anonymous Coward · · Score: 3, Funny

      Moron, I just logged into your machine and deleted your entire hard dr...

    18. Re:Security not just about encryption. by Angst+Badger · · Score: 3, Insightful

      If it were my ass on the line, I'd assume that the NSA can crack PGP. I remember many years ago when PGP first appeared and how much effort the NSA put into trying to get Congress to stuff the genie back into the bottle. Then, all of a sudden, they stopped resisting. Either the NSA decided they couldn't win -- which is frankly out of character for them -- or they found a way to crack it. Given the resources available to them, I wouldn't want to rely on any cryptographic system that doesn't bother them.

      --
      Proud member of the Weirdo-American community.
    19. Re:Security not just about encryption. by Anonymous Coward · · Score: 2, Funny

      You can try mine if you like: 192.168.1.1

      Wait, that is my ip address... oh my god you're calling from inside the house.
    20. Re:Security not just about encryption. by profplump · · Score: 3, Interesting

      Looking at your shadow I can still tell your body type, if given some scale I can make reasonable guesses about your height and weight. I can tell what orientation you're in, if you've got long or short hair, possibly your gender. You're right, I can't draw a picture of your face, but given a list of all 6 billion faces I could narrow down the choices quite a bit before I started rounding up people for a lineup.

      If someone has a 12-character password alpha-numeric password the keyspace is about 104^12. If you can determine when the shift key is pressed and which of the 4 rows of keys each character is in, you can make that 13^12, which is 36 bits less keyspace -- almost a 50% reduction over the original 80 bits.

    21. Re:Security not just about encryption. by Z34107 · · Score: 2, Funny

      Try hacking my IPv6 only machine at ::1

      --
      DATABASE WOW WOW
    22. Re:Security not just about encryption. by PopeRatzo · · Score: 4, Insightful

      the question isn't whether it's likely that they can break PGP,
      How long before the possession of a PGP key is grounds for landing on a DHS no-fly list?
      --
      You are welcome on my lawn.
    23. Re:Security not just about encryption. by ceoyoyo · · Score: 2, Insightful

      In terrorism cases I don't believe you need to worry about things like "viable in court."

    24. Re:Security not just about encryption. by Anonymous Coward · · Score: 3, Insightful

      It's more than that. A keyspace reduction of two bits out of a hundred isn't 2%, it's 75%. A keyspace reduction from 2^80 to 2^44 isn't "almost 50%" it's well over 99%.

    25. Re:Security not just about encryption. by fyngyrz · · Score: 4, Insightful

      Would a recording outside of the US be viable in a US court?

      Do US courts seriously consider these issues any longer? The majority of the constitution is at best nod and wink territory these days. They tap whoever they want; they jail whoever they want; and as for admissible in court, who says it'll even get to court? Who says you'll even get a phone call? This isn't your father's USA.

      --
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    26. Re:Security not just about encryption. by pipingguy · · Score: 3, Funny

      I'd rather take the airplane flight be more sure that I'm not getting bugged.

      And then the bastards will install a 3 year-old to kick your seat from behind, an incessant talker who loves chatting about lolcats next to you and a screaming infant in the seat in front just to bug you. You can't possibly win and they'll all be wearing a wire.

    27. Re:Security not just about encryption. by RiotingPacifist · · Score: 2, Interesting
      No the maths sides with it being impossible to factorise by anything much better than brute force.
      Is PGP breakable by brute force on current hardware? even with NSAs resources this is unlikely.
      Has PGP been broken in the crytpographic sense, well given that mathmaticians cant get the maths sorted, unless you belive the NSA has a secret lab of mathmaticians that are years ahead of the rest of them, Hell no.
      Can 2GB (or whatever the upper limit is for a key) encryption be broken, again unless the NSA dedicate a cluster of supercomputers to every email (as PGP isnt broken) its unlikely.

      In some senses PGP is actually safer than one time pads, you use the same pad to encrypt and decrypt the message meaning there are two pads that could be captured, hell pgp keys can be used as improved one time pad. The only place where one time pads beat PGP is if your message is bigger than your encryption strength, but thats only because a one time pad is effectively one huge encryption.

      considering most people's PGP password is probably "golf" or their birthday, and there are all sorts of excuses to seize computers, the encryption itself doesn't even have to be broken. Theres a big difference between people being stupid and PGP being broken, as long as Im careful with my key (keep it on me at all times, and only use it on safe systems), in the absence of
      a) a bunch of supper mathematicians
      b) a huge amount of computing power (not feasible)(per email)*
      c) an even bigger amount of computing power (probably not even possible)(per PGP key)*
      encrypted emails sent to me can only be read by me.

      *in the case that the NSA are going to dedicate either of these to me, then I really have to wonder what Im doing to deserver all this attention.
      --
      IranAir Flight 655 never forget!
    28. Re:Security not just about encryption. by el+americano · · Score: 2, Interesting

      I can think of a couple of reasons to meet face to face, but the vulnerability of PGP is not one of them. There are scientific reviews of the implementation, so it's disingenuous to characterize it as a fanboy technology. Besides, if you really doubted it, you could make a single trip to your client and set up a supply of unbreakable one-time pads.

      I think it's funny how willing some people are to speculate that US Intelligence agencies have superhuman powers. Haven't their obvious limitations dispelled the idea that nothing gets by them?

      --
      Those are my principles. If you don't like them I have others. -Groucho Marx
  2. So where is the downside? by overshoot · · Score: 5, Insightful

    It's all billable hours, remember.

    --
    Lacking <sarcasm> tags, /. substitutes moderation as "Troll."
    1. Re:So where is the downside? by Pendersempai · · Score: 2, Insightful

      The downside is in the jet lag, waste of time, and inconvenience to both attorney and client. A criminal defense lawyer prominent enough to represent a wealthy Saudi defendant accused of terrorism likely doesn't have any trouble billing as many hours as he is willing to work. I assure you that this guy would much rather be working on an interesting legal problem than snoozing on an airport seat. I think your cynicism is going too far.

  3. S/MIME, anyone? by danaris · · Score: 4, Interesting

    What is it with the Slashdot crowd and PGP? What's wrong with S/MIME?

    I can say with some authority, having been evaluating and testing it for my company for some months now, that it is natively supported by current versions of the 3 major email clients (Outlook, Thunderbird, and Apple Mail), and that their implementations are, by and large, compatible.

    So...are there any particular issues with S/MIME that make PGP a significantly more desirable solution?

    Dan Aris

    --
    Fun. Free. Online. RPG. BattleMaster.
    1. Re:S/MIME, anyone? by ScrewMaster · · Score: 4, Funny

      So...are there any particular issues with S/MIME that make PGP a significantly more desirable solution?

      Everybody hates a mime.

      --
      The higher the technology, the sharper that two-edged sword.
    2. Re:S/MIME, anyone? by Tacvek · · Score: 4, Interesting

      What is it with the Slashdot crowd and PGP? What's wrong with S/MIME?

      I can say with some authority, having been evaluating and testing it for my company for some months now, that it is natively supported by current versions of the 3 major email clients (Outlook, Thunderbird, and Apple Mail), and that their implementations are, by and large, compatible.

      So...are there any particular issues with S/MIME that make PGP a significantly more desirable solution?

      Dan Aris

      I think many Slashdot poster prefer OpenPGP encryption to S/MIME because OpenPGP is not email specific, and having 2 different keys (an S/MIME email key, and a PGP key) is not ideal. Further I suspect the PGP Web of Trust model is preferred by many of us to the CA model. Of course, there are ways around both things, but it may be slightly easier to use PGP for email than to deal with those issues. However, for your uses (depending on what they are), S/MIME may indeed be the best solution.
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    3. Re:S/MIME, anyone? by Hatta · · Score: 2, Funny

      You're right. S/MIME is a terrible thing to waste.

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      Give me Classic Slashdot or give me death!
    4. Re:S/MIME, anyone? by danaris · · Score: 2, Interesting

      Who controls the certificate authority that issues the certificates?

      In our case, me :-)

      We're just using Microsoft's PKI (yeah, I'd rather use something OSS, but requirement #1 is that it work well with Outlook, and I wasn't able, with my limited experience, to get anything else set up to do so...), so the certificate authority is one of our servers. Naturally, it means that anyone who wants to be able to use & trust our user certificates is going to have to install our CA certificate, but that's the price of getting it all for free...

      Dan Aris

      --
      Fun. Free. Online. RPG. BattleMaster.
    5. Re:S/MIME, anyone? by Chandon+Seldon · · Score: 4, Interesting

      OpenPGP software allows you to easily self-generate valid keys. Doing the same with S/MIME (self-signing certificates) is really obnoxious. Further, OpenPGP clients tend to support a web-of-trust introduction model which is strictly better for actual security than the centralized commercial PKI model that S/MIME software tries to force on users.

      For sending secure messages within a medium to large sized organization there is some argument for S/MIME using a local CA, but even then simply emulating the same effect with a organization PGP key signer and key server is probably cleaner.

      --
      -- The act of censorship is always worse than whatever is being censored. Always.
    6. Re:S/MIME, anyone? by dpilot · · Score: 2, Insightful

      S/MIME has a single point of failure - the CA. They can be presented with a warrant, or worse still, a National Security Letter, and your privacy is all gone.

      The Web of Trust of PGP doesn't give anyone else your private key. It only gives attestation to your identity. Even if one of your contacts was wretched villainous scum he can't compromise your key, the worst he can do is issue transitive trust (ab)using your trust of him.

      --
      The living have better things to do than to continue hating the dead.
    7. Re:S/MIME, anyone? by bockelboy · · Score: 3, Informative

      That is correct. I work in an organization which deals exclusively in certificates (everyone also encrypts with S/MIME). The CA does not keep the private key.

      If the NSA compromises your CA, the best they can do is create another certificate which pretends to be yours. If the destination already had your certificate, then the public key they have won't match your private key.

      The grandparent needs to review PKI.

  4. Other considerations by Derling+Whirvish · · Score: 4, Funny

    But instead of talking about the technological solutions, the lawyers fly half way across the world to meet with their clients. There are other considerations involved. Similar to how TV News anchors somehow manage to find stories to report on in the Caribbean that require their personal presence during the worst months of North American winters.
  5. Encryption not the answer here... by Compuser · · Score: 2, Insightful

    I would not trust encryption in this case. You are dealing with an agency or agencies capable of gaining physical access to your computer so the only security worth a lick is guarding yourself against planted mics and the like and keeping it all in your brain. Sounds like the lawyers are doing their job properly.

  6. Are you dumb? by Reality+Master+201 · · Score: 3, Insightful

    Since the government's willing to bug communications, what's going another step and snagging the prisoner's password with a keylogger? Or snagging decrypted text from memory, or any one of a slew of things you could do with a lot of money, time, and complete access to one end of the connection.

    Hell, they could just torture the password out of the prisoner - turns out that the Land of the Free and the Home of the Brave does that kind of thing now.

  7. Where I work by Anonymous Coward · · Score: 2, Informative

    Not specific to the article but anyway...

    I work at a law firm that is considered in the top 25 as far as firms go. We are also ranked in the top 10 in terms of providing technology to the lawyers.

    We have probably 3 out of 1000 lawyers that have used PGP for business purposes. For those 3, it was because the client requested it. PGP is a PITA in a law firm environment. Lawyers get paid to practice law, not to use technology. Communications between lawyers and the client is not between Joe Client and Jim lawyer, it is between Joe Clients group of 20 people and Jim lawyers group of 20-500 people including third party processors, litigation support teams with their applications, paralegals, etc....

    Even with the current offerings of commercial PGP applications and integration into Outlook, it does not work easy with that many people.

    What many large firms and large clients do is use TLS integrated into the outgoing/incoming email. The path out and in is secured. It is seamless to the lawyer and client.

  8. Communication more than just writing by mrbluze · · Score: 5, Insightful

    If you take into consideration that communication (as we are told) is 70% non-verbal, then any half decent lawyer will make sure he/she is able to see the client face to face. It is impossible to take a good history from a person if you can't see them, let alone hear their voice.

    Given this fact, it is not a surprise that lawyers want to meet their clients. Yes and there are limitations to PGP that won't ensure privacy especially when you are opening lines of communication in an already hostile environment. There are things you just can't know unless you are physically there.

    --
    Do it yourself, because no one else will do it yourself. [beta blockade 10-17 Feb]
    1. Re:Communication more than just writing by Pendersempai · · Score: 3, Informative
      That's an interesting theory, but shot down in the first two paragraphs of the article:

      PORTLAND, Ore. Thomas Nelson, an Oregon lawyer, has lived in a state of perpetual jet lag for the last two years. Every few weeks, he boards a plane in Portland and flies to the Middle East to meet with a high-profile Saudi client who cannot enter the United States because he faces charges here of financing terrorism.

      Mr. Nelson says he does not dare to phone this client or send him e-mail messages because of what many prominent criminal defense lawyers say is a well-founded fear that all of their contacts are being monitored by the United States government.

    2. Re:Communication more than just writing by mrbluze · · Score: 2, Funny

      What? You expect me to read the full article? This is Slashdot, remember!

      --
      Do it yourself, because no one else will do it yourself. [beta blockade 10-17 Feb]
  9. Extra: Lawyers don't want to go to jail... by Actually,+I+do+RTFA · · Score: 2, Insightful

    How would that play out?
    An e-mail:
          Attn Client,
    Please download PGP in violation of US export control laws.
                Your accomplice,
                      your lawyer

    Or maybe tell them in person, and then use PGP to communicate, indicating that you knew and ex post facto helped them pay off their violataion US export laws.

    Fact of the matter is, is is illegal to get encryption software to some parties as individuals, and some countries in mass. And I'm sure the clients referenced in the article are on the verboten list.

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  10. Summary is flamebait. by MMC+Monster · · Score: 2, Insightful

    Encrypting correspondence only works if the end points are secure. If your fears of the government spying on you are based in fact, your computer is effectively compromised already.

    Between hardware keyloggers, low-level virtualization, and good old fashion espionage, it would be difficult to impossible to keep data hidden from the feds if they had the timeframe needed to run a case through the courts.

    --
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  11. What makes you think they are permitted to encrypt by plover · · Score: 4, Insightful
    Imprisoned suspects don't have the right to free communications, and especially not encrypted communications. The only privacy they're assured of (in the United States) is if it's a letter going to an attorney; but how is the warden to know for sure that huey.dewey@dewey-cheatham-and-howe.com is really the public key belonging to a licensed attorney, and not the aliased public key of Emmanuel Goldstein or Osama bin Laden?

    Even if they knew this for sure, the jailer is under no obligation to provide access to PGP or even a computer, and he would likely be an idiot if he did provide PGP to the inmates.

    --
    John
  12. How my conversation went... by DnemoniX · · Score: 3, Interesting

    Several years ago now I set up a PGP server at work, mainly for my own use. However it was suggested that our attorney's might like to use it. Here is how the conversation went:

    "Hey I just finished setting up an encryption system for the e-mail system"

    "A what?"

    "Encryption, you know to keep your corrispondence confidential..."

    "A what what?"

    Then about 5 years later I rolled out an automated encryption system that uses lexicons to detect patterns and auto encrypt e-mails if they trip the filters. That conversation with the attorney's went like this.

    "You put in a what and why?"

    A lengthy explanation later filled with examples of when they should be using it. Finally the lawyer who had just spent a few days at a HIPPA conference sees the light. DING DING DING Clueless I swear.

    1. Re:How my conversation went... by Actually,+I+do+RTFA · · Score: 4, Interesting

      inally the lawyer who had just spent a few days at a HIPPA conference sees the light. DING DING DING Clueless I swear.

      Don't confuse your specialized knowledge with common knowledge. Your phrasing assumes that encryption, as a word, conjures up images as it would in a geek's mind (and more than five years earlier than now, when it was less well known.) Obviously they explained it better at the HIPPA conference.

      Really, I doubt had I not already know what encryption, or the ease of e-mails being read by third-parties, I would have gained nothing from your explaination.

      A possible alternative: It is easy for any third party to read your e-mails. Encryption uses a password (or automatic process) on both ends to make sure that only you and your recipients can read the e-mail. It also verifies that the person who claims to have sent the e-mail did, since falisifying the sender of an e-mail is also very easy.

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  13. typical geek mindset by lawpoop · · Score: 3, Insightful

    This sounds like a typical geek solution: Jump latest and greatest technology.

    However, if I were a lawyer, I would stick with the time-tested method of ensuring privacy, rather than risk my client's confidentiality with some new-fangled technology that I don't understand. Do I have it installed right? What if it gets hacked?

    Heck, I'm a computer guy and I don't understand PGP. I do in the biggest sense; but not enough to pass my own judgment on how well it works. I have to rely on the opinions of people who are smarter than me. Suppose they discover a new kind of math tomorrow that renders PGP useless?

    --
    Computers are useless. They can only give you answers.
    -- Pablo Picasso
  14. It's all fair game by Sir+Holo · · Score: 2, Informative

    Any communication outside of the US is fair game to get intercepted by the NSA under the USA PATRIOT Act. Especially if one end of the conversation is an accused enemy of the state.

    These would probably be the first guys on the NSA's list of folks to snoop on.

    You can bet the lawyers handling these cases are, however, aware of the implications of a violation of attorney-client privilege, and would appeal if concrete records of such monitoring ever came out.

  15. Clients Do Not Trust Computers by sampson7 · · Score: 4, Insightful

    You are thinking like nerds instead of lawyers. More importantly, you are neglecting the human element.

    The lack of internet security is not why attorneys visit their clients in person. It is because their client will tell them things face to face that they would never say over a telephone or video conference, no matter how secure. Assuming that the lawyer trusted the technology, do you think the client is going to? I've had corporate clients practically whisper things to me in perfectly secure conference rooms when it is clear that nobody is listening in. Why? It's human nature. Now take a terrorism suspect, who likely is not that well educated and has a legitimate fear of being spied on, and tell him to speak clearly into the microphone. Do you seriously think that is going to work?

    Moreover, lawyers -- the good ones anyway -- are half poker player. When we interview clients, we are looking for "tells" and evaluating everything the client says. Not only to determine if their client is telling the truth (sometimes it doesn't matter), but to determine if their client _looks like_ they are telling the truth. There is no way that you could ever evaluate whether to put a witness on the stand without seeing them in person. (Not that it matters in these cases where a jury trial is exceedingly unlikely, but still.) These human factors are every bit as important to properly representing your clients as knowing the law.

  16. IANAL, but... by Whatsthiswhatsthis · · Score: 4, Insightful

    But I am about to graduate from law school in a few days, so hear me out. Lawyers are a risk averse bunch. If you tried to tell a lawyer to use PGP (and the lawyer actually knew what PGP was), in the back of his mind he's thinking, "How is this going to nail me? How is this going to lead to a malpractice lawsuit? How is this going to get screwed up and cost me my career, my reputation, or my client's ass?" The answer is that we just don't know. What lawyers can and do trust is face-to-face communication.

    Until PGP becomes widely adopted outside the legal context (and it hasn't), lawyers are not going to be the first to adopt it. The reasons proffered above--that the government can break PGP or tap into the end-users' computers--may be true, but I doubt they are the reasons lawyers don't use PGP.

    Also, while I would concur with most of the comments about lawyers padding billable hours, in these cases it's probably not about that. Suspected terrorists likely don't have the kind of cash that typical corporate clients do. Many of these lawyers are working for suspected terrorists (especially those in Gitmo) on a pro-bono basis. Ahkmed from a tent in Afghanistan probably couldn't afford a lawyer in his country, much less one from the United States.

    1. Re:IANAL, but... by MaskedSlacker · · Score: 2, Insightful

      The people accused of financing terrorism, like the aforementioned Saudi client DO have the kind of cash that typical corporate clients do.

    2. Re:IANAL, but... by Miseph · · Score: 2, Interesting

      Indeed, I am taking a course taught by a lawyer who is working with some people in Guantanamo Bay and I know that he flies down there frequently to see his clients (one of my papers has the smudges and small airplane grit to prove it, he did some grading on the flight). He's working pro bono because the people he is representing have no money at all, although I believe his actual expenses are being covered, at least in part, by various funds and groups (he's the ACLU representative for his county). Even if he could trust the Gitmo guards (who think it's funny to do things like turn around the legally mandated signs indicating which direction is east so that the prisoners will be tricked into breaking their religious tenets...) not to break into any encrypted files or otherwise illegally observe their communications, there just aren't any computers at all for the clients to use.

      Most terrorism suspects aren't Saudi billionaires living in comfortable modern homes in the Middle East, most of them are dirt poor and either holed up in some dark dirty corner of the globe or stuck in the world's largest and most paranoid prison complex. PGP just won't work for these people.

      --
      Try not to take me more seriously than I take myself.
  17. PGP in the legal field by atomic-penguin · · Score: 2, Insightful

    I would say there are 3 big reasons PGP is not used widespread in the legal community. I'm not trying to make a broad generalization about all lawyers, some are in fact quite computer literate. This is just a few observations I've made working with lawyers.

    1) Not all attorneys are technically inclined. Many do not even use technology outside of the scope of a cell phone or PDA. There are usually support staff available to law firms to do the typing and technological heavy-lifting. There are attorneys who have done things a certain way their entire career, and are reluctant to change their ways quickly. Unfortunately, software and training costs may be viewed as expenses rather than assets to the firm. After all, it is the legal staff bringing in the revenue, not the I.T. department.

    2) Not only do the attorneys and legal staff need to be aware of technologies such as PGP, but clients would also have to be aware of such technologies to take full advantage of them. Training both legal and support staff on such technologies is time consuming, and may not fit into a busy attorney's schedule. Even if the legal and support staff are up to speed, you still have the hurdle of training clients on such technologies. How do you go about training clients in your firm's privacy policies in respect to e-mail?

    3) Billable hours... Resources and time spent on a case can be billed to the client. That means a firm can bill more time on paper for traveling/flying than sending an e-mail.

    I think PGP will see more common adoption in the legal world, eventually. As far as I know, attorneys have to do continuing education credits to maintain their state bar status, so training is certainly encouraged. Privacy becomes a major issue when one of the parties, in a CC'ed e-mail, blindly hits reply-all to a sensitive e-mail. It is only a matter of time before more firms adopt more stringent communication policies.

    --
    /^([Ss]ame [Bb]at (time, |channel.)){2}$/
  18. Re:Of course they thought about it. Not good enoug by peacefinder · · Score: 2, Interesting

    "That's actually pretty reasonable to guard against, and given that the laptop would presumably be locked, someone would need to be alone with it for an extended period of time."

    Oh, I dunno. Unless you're using an encrypting drive, worst case - for the attacker - is long enough alone with it to physically pull the hard drive, clone it, and button the case back up. A couple hours tops, for a well-rehearsed operation. (How good is the laptop's security while you're asleep?) A better case is to boot it in firewire target mode, snarf up the relevant files for analysis and/or execute a scripted keylogger install. Or if you're really paranoid, maybe you'd wonder if they can just pop in bootable media and install a custom keylogging bios (crafted just for your machine) in five minutes flat. Hard to say.

    Of course all these attacks have countermeasures - bios passwords, drive passwords, no firewire, truecrypt, keeping the laptop under your pillow at night - but to be really thorough would be pretty inconvenient, and still wouldn't protect against simple theft of the whole laptop for leisurely analysis of past secrets.

    "A laptop can be had for less than that plane ticket, so you don't have to take that particular one overseas."

    So you're leaving the one with the actual secrets on it back in the office, then? See above. :-)

    "If so, you have to assume that the other end of the connection is probably much more thoroughly bugged physically than either of their computers are electronically."

    True. But if you assume that level of surveillance on the other end, it wouldn't be safe for your client to use a computer there either, would it?

    As has been said often by people much smarter than I, "security is hard".

    --
    With reasonable men I will reason; with humane men I will plead; but to tyrants I will give no quarter. -- William Lloyd
  19. Re:Extra: Lawyers don't want to go to jail... by RiotingPacifist · · Score: 2, Interesting

    Zimmermann challenged these regulations in a curious way. He published the entire source code of PGP in a hardback book, via MIT Press, which was distributed and sold widely. Anybody wishing to build their own copy of PGP could buy the $60 book, cut off the covers, separate the pages, and scan them using an OCR program, creating a set of source code text files. One could then build the application using the freely available GNU C Compiler. PGP would thus be available anywhere in the world. The claimed principle was simple: export of munitionsâ"guns, bombs, planes, and softwareâ"was (and remains) restricted; but the export of books is protected by the First Amendment. The question was never tested in court in respect to PGP, but had been established by the Supreme Court in the Bernstein case. More worryingly why do you agree with the spirit of the law? are foreigners not allowed privacy? DO you consider privacy as US ONLY, right?
    --
    IranAir Flight 655 never forget!