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Businesses Encryption Security

Slack Doesn't Have End-to-End Encryption Because Your Boss Doesn't Want It (vice.com) 92

Business communications service Slack, which has more than three million paying customers, offers a bouquet of features that has made it popular (so popular that is worth as much as $9 billion), but it lacks a crucial feature that some of its rivals don't: end-to-end encryption. It's a feature that numerous users have asked Slack to add to the service. Citing a former employee of Slack and the company's chief information security officer, news outlet Motherboard reported Tuesday that the rationale behind not including end-to-end encryption is very simple: bosses around the world don't want it. From the report: Work communication service Slack has decided against the idea of having end-to-end encryption due to the priorities of its paying customers (rather than those who use a free version of the service.) Slack is not a traditional messaging program -- it's designed for businesses and workplaces that may want or need to read employee messages -- but the decision still highlights why some platforms may not want to jump into end-to-end encryption. End-to-end is increasingly popular as it can protect communications against from interception and surveillance. "It wasn't a priority for exec [executives], because it wasn't something paying customers cared about," a former Slack employee told Motherboard earlier this year.
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Slack Doesn't Have End-to-End Encryption Because Your Boss Doesn't Want It

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  • by sinator ( 7980 ) on Tuesday October 16, 2018 @10:46AM (#57486156)

    Mattermost [mattermost.org] is an open source, privately hostable clean room reimplementation of Slack that supports a variety of encryption options [mattermost.com] that Slack does not.

    • It's also (at least as of 6-8 months ago when we demo'd it) completely unready for Primetime Enterprise use, with flaky mobile implementation and a configuration that feels like the bad old days of setting up stuff like phpBB.
    • It's open core. Look into matrix.org / riot.im instead

    • So how does it handle legal ediscovery? Employers are responsible for coughing up employee communications during trial.
      • So how does it handle legal ediscovery? Employers are responsible for coughing up employee communications during trial.

        Maybe. I am not a lawyer, but the case of the governor and the disappearing text messages [thehill.com] seems relevant. Maybe, if the company never had access to the messages, it doesn't have a responsibility to reveal them.

      • (I am not a lawyer)

        I think the company only has to produce materials that they have at the time they are notified that legal action is coming. If the company sets an email retention policy of 30 days, then they aren't responsible for producing emails from 5 years ago, since those were deleted in the ordinary course of business. The same would likely apply to material that the company never had possession of in the first place, such as SMS messages sent between personal phones or email sent between person
  • that there's a big hole in the OpSec at many development firms.
    • by Anonymous Coward

      Except it's not, because it is encrypted between the users and the slack server, it's only saying that the don't provide client to client encrypted tunnels for DMs, which is hardly the big deal that this article title makes it out to be.

  • by Anonymous Coward

    This is a trivial thing to fix for a business. Slack can always have all messages done as part of a certain company (both to and from) be encrypted with an additional decryption key (ADK).

    PGP Desktop had this functionality since the early 2000s, allowing encryption, but allowing businesses to easily recover encrypted E-mails, but yet not subverting private key security with key escrow or other backdoors.

    With all the people into blockchains and applied cryptography, it is amazing this wasn't done.

  • by hey! ( 33014 ) on Tuesday October 16, 2018 @10:49AM (#57486172) Homepage Journal

    doesn't mean they shouldn't, and not making it available creates a risk in situations where they suddenly discover they need it yesterday.

    As a designer you frequently put things into a product that customers never asked for. Sometimes, yes, it is a waste of time. But if you don't bring expertise to the table the customers don't have, then what are they paying you for?

    • Comment removed based on user account deletion
    • Exactly!
      The Boss only really cares about what features they actively need for the money. Normally they will only care about it until after something happens that hurt them enough to change their thinking about it.
      A massive Hack due to poor security will then change your bosses mind. However most cases of poor security go by without much consequences.

      Strong Security is about having features in it that you hope you never need, but is there in case something happens.

    • doesn't mean they shouldn't, and not making it available creates a risk in situations where they suddenly discover they need it yesterday.

      Yeah but that way you get to charge extra to put it in. A lot extra if they want it soon.

    • What is a possible scenario where their customers need end-to-end encryption right now.

      And keep in mind that's end-to-end encryption. Not "encryption". Communications between the client and server are encrypted. The reason it isn't end-to-end is the server decrypts the messages before re-encrypting them for the recipient's collection.

      Assuming your Slack server is running on a properly-configured host, that's compliant with things like HIPAA that "pop up out of nowhere".

  • Comment removed (Score:4, Insightful)

    by account_deleted ( 4530225 ) on Tuesday October 16, 2018 @10:52AM (#57486194)
    Comment removed based on user account deletion
    • by jeff4747 ( 256583 ) on Tuesday October 16, 2018 @11:49AM (#57486488)

      Alternatively, you could realize not having end-to-end encryption is not the same as not having encryption.

      The client-server communications are encrypted. You just can't send a DM that the server can not read. At least, not directly through Slack.

    • Not to pick on a particular server vendor, but it must be assumed that the network is compromised, and that all communications will be recorded and analyzed by many unknown parties.

      We got off telnet for a reason.

  • by JoeyRox ( 2711699 ) on Tuesday October 16, 2018 @10:53AM (#57486196)
    Why not have end-to-end encryption for security while also optionally allowing employers to see employees' messages by giving them access to the encryption keys?
    • Two reasons:

      1) Because then the breathless article would be talking about how the end-to-end encryption is "flawed".

      2) The communications between the client and server are already encrypted. They're just decrypted on the server, re-encrypted for the recipient and sent on. End-to-end encryption with IT having a copy of your keys is functionally identical (assuming the server isn't compromised).

  • by StandardCell ( 589682 ) on Tuesday October 16, 2018 @10:53AM (#57486198)
    There are ways to protect communication links end-to-end yet allow access to messages. If an employer wants access to messages in a particular chat, that can be built in by centralizing their archival at the same time they're sent through a cryptographic chain of trust. It's not trivial, but I don't buy that unencrypted communications are the alternative for the reasons they state.

    If I were Slack, I'd be much more worried about Microsoft Teams. Microsoft is pouring huge sums of money into Teams at the moment to make it the new paradigm and push for online, with the added benefit of tighter Office/O365 integration as well as integration of other pieces to make a unified communication solution. I get a bit concerned in that respect for market dominance by MS, but it is what it is.
    • by jeff4747 ( 256583 ) on Tuesday October 16, 2018 @11:14AM (#57486292)

      It's not trivial, but I don't buy that unencrypted communications are the alternative for the reasons they state.

      The client-server communications are encrypted. The reason it isn't end-to-end encryption is the server decrypts the messages before encrypting them for the recipient's connection and sending them on.

      Basically, they do what you propose. But that isn't end-to-end because the server (aka "centalizing their archival") can read the contents of the messages.

    • by Anonymous Coward

      No, and most likely the thing we're not privy to is a government court order that says to not put it in, and explain it in whatever way you want.

      Obviously, they would've put it in and at least added a switch for it if someone, as they claim, stubbornly refuses to use encryption.

      This is why people should use Mattermost instead of Slack -- Slack is not secure, and it is wide open for government and other hacks.

    • Teams integrated with Outlook for example is so useful for meetings for example.
  • You can't have end-to-end encryption with proprietary software. Even less so when it is done by a cloud service (a.k.a. man-in-the-middle).

    • You can setup SSH Port forwarding on the client.
      That is the cheap, quick and dirty way secure systems, that cannot be encrypted by its poor design.

    • what nonsense, of course you can have end-to-end encryption with proprietary software and that's what the big enterprises use. you can have breakable encryption, weak encryption or no encryption with open source software too. where do you get your dumb wrong ideas?

  • I've been playing with RocketChat for a while and it's a fairly decent Slack alternative that's under active development. If you want to go off the record in a private chat, click the button, wait for the other person to confirm, and your conversation is now end to end encrypted. It's fairly easy to install if you want to self host, and they offer hosted versions too. I'm a fan.

  • Let the employer generate and keep a copy of the keys.

    How you actually administer Bitlocker with employees on an enterprise network.

  • by Anonymous Coward

    I was never asked, and I pay for slack service for my startup team. I want secure comms that I can trust. We don't use slack for confidential strategy or product design calls. We use Signal. If I thought I could trust slack based on their design, we'd use it more. They just added 2 and 2 and got 17.

  • by ibpooks ( 127372 ) on Tuesday October 16, 2018 @11:06AM (#57486266) Homepage

    It wouldn't be so bad if the company can generate and keep the keys, but other than that encrypted employee communication is a worse risk than potential loss of IP. The management and company is held responsible for for all sorts of "nanny" issues in the workplace, including any kind of alleged harassment, threat, insult, discrimination, etc. Without hard records of who said what to whom, the company is at much bigger risk from lawsuits from their own employees than from competitors stealing tech. It is management's job to police internal communication as much or more than to actually run the company; and trust me, most of us don't like doing it, but it is a legal requirement that we do, and a huge economic risk if we don't.

  • by Drethon ( 1445051 ) on Tuesday October 16, 2018 @11:08AM (#57486270)

    I think you mean my boss doesn't want slack because it doesn't have end to end encryption... We recently switched from Jabber to Skype because Jabber keeps IM history and that is considered a security risk. So instead we get to deal with hit or miss desktop sharing and file transfers, and often not being able to properly connect to the servers any given morning. I think the issue is mostly with our IT, not Skype, but I do know Jabber was dead stable for years. ...not biased at all.

    • by dysmal ( 3361085 )

      If you're referring to Skype For Business, I thought it stored all of your conversations in your Outlook profile by default.

      Also, if you just switched to Skype For Business then get ready because MickeySoft is killing it slowly in favor of Teams.

      • If you're referring to Skype For Business, I thought it stored all of your conversations in your Outlook profile by default.

        Also, if you just switched to Skype For Business then get ready because MickeySoft is killing it slowly in favor of Teams.

        Yeah, Skype For Business, I forget there are two different Skypes as I use Skype For Business even for calls to my research adviser, though lately we've been using zoom more often as Skype For Business isn't very stable to my college campus either. You might be right about the history but maybe it can be disabled or they prefer the outlook server security? When I go to File->View Conversation History, nothing happens, so I'm thinking the prior.

        Yeah, not particularly thrilled with any MS office products

    • We recently switched from Jabber to Skype because Jabber keeps IM history and that is considered a security risk.

      I'm fairly certain that the Jabber protocol (i.e. XMPP) does not mandate storing message history. I've used Kopete for OTR (end-to-end encrypted) messages, and Kopete lets you disable local logging.

      Did you mean some specific server or client software?

      • We recently switched from Jabber to Skype because Jabber keeps IM history and that is considered a security risk.

        I'm fairly certain that the Jabber protocol (i.e. XMPP) does not mandate storing message history. I've used Kopete for OTR (end-to-end encrypted) messages, and Kopete lets you disable local logging.

        Did you mean some specific server or client software?

        Yeah, I'm not IT. I just know what other people told me as to why we switched.

  • by zarmanto ( 884704 ) on Tuesday October 16, 2018 @11:52AM (#57486512) Journal

    There is a huge difference between "bosses around the world don't want it," and "it wasn't something paying customers cared about." (emphasis added for clarity) The former implies (as observed in the quoted summary in the parent thread) that bosses may be actively seeking to eavesdrop; the latter implies that bosses don't care either way, as long as they don't have to pay extra for encryption.

    Clearly, the concerns of the actual end-users is that perhaps the former is more likely the case... which probably tends to drive those end-users to other platforms (those which do enable encryption) for any of their more casual interactions. And obviously, when you default to an "unofficial" platform in this fashion, you're not particularly likely to bother going back to the "official" platform just to conduct business with those same people -- except when you're forced. And we all know what happens when you try to force someone to do something that they don't want to do; they pretend to do it, or they only do it just barely enough to get the boss off of their back.

    End result: ironically, those "paying" customers may stop paying, if Slack can't actually convince the end-users to use the tool properly... which I would suggest makes this a potentially self-defeating scenario.

  • I think having corporate chat being monitored or logged is a good thing. I communicate professionally and in good faith. Having logs means I have something to point to in case of an issue. If there's anyone I'm comfortable talking with about sensitive subjects, work related or otherwise, we can always take it to a non-corp message protocol, which there are several good options.
  • Money money money. Speaking of money, when the boss and the boss's boss are fired and by shareholders for gross and possibly illegal negligence with legally protected data and company trade secrets, I'm sure Slack will pitch in for his lost income and legal expenses.

  • by king neckbeard ( 1801738 ) on Tuesday October 16, 2018 @01:07PM (#57486778)
    Why would you listen to bosses on technical implementation details? They rarely have any idea, which is why they hire people who do.
    • by Pascoea ( 968200 )

      Why would you listen to bosses on technical implementation details?

      I'm sure the conversations are more like:
      Boss: We need comms
      Underling: Ok, here's one that's encrypted and one that's not.
      B: Which ones more expensive?
      U: Well, the unencrypted one. But it's less secure.
      B: Thanks
      Boss' boss: Great buy the cheaper one.

  • Specifically for anything sensitive.

    It would be fine if we could host it, so the unencrypted bits were in our enterprise (a feature once promised but I think gone from the roadmap.) Also fine would be an option to encrypt the store on their end for just our bit (the encryption doesn't need to be mandatory.)

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