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#mastondon Friends!

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mastondon
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  • knapjack@snac.gruntle.ccK knapjack@snac.gruntle.cc
    I think some people were using PMs for potentially sensitive info (addresses, Venmo, etc.), and having them slightly more secure puts people at ease.

    What about standard public-key stuff, dropping a short public key in a metadata field, keeping the private key on the endpoint or in the client?
    dmaonr@mastodon.onlineD This user is from outside of this forum
    dmaonr@mastodon.onlineD This user is from outside of this forum
    dmaonr@mastodon.online
    wrote last edited by
    #109

    @knapjack
    How can the sender validate the public key hasn't been tampered with by the instance or server admin?

    It is a hard problem. There are solutions but it will be complicated.

    @scottjenson

    knapjack@snac.gruntle.ccK 2 Replies Last reply
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    • by_caballero@mastodon.socialB by_caballero@mastodon.social

      in 2026, gabe is absolutely right. a few years ago, i would've been the first one debating this position... but it's 2026.
      @gabek @scottjenson

      benpate@mastodon.socialB This user is from outside of this forum
      benpate@mastodon.socialB This user is from outside of this forum
      benpate@mastodon.social
      wrote last edited by
      #110

      “It’s 2026” is about to be the final boss of product design:

      Dev: Should we do this feature?
      Me: It’s 2026, what do you think?
      Dev: Say no more…

      @by_caballero @gabek @scottjenson

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      • dmaonr@mastodon.onlineD dmaonr@mastodon.online

        @knapjack
        How can the sender validate the public key hasn't been tampered with by the instance or server admin?

        It is a hard problem. There are solutions but it will be complicated.

        @scottjenson

        knapjack@snac.gruntle.ccK This user is from outside of this forum
        knapjack@snac.gruntle.ccK This user is from outside of this forum
        knapjack@snac.gruntle.cc
        wrote last edited by
        #111
        For sure. Mainly I'm thinking about "Pretty Good Obfuscation" than a good solution. Something better than in the clear.

        Really, delivery isn't guaranteed, so there are already potential issues about tampering that encryption won't necessarily fix, just maybe make abusing it harder.
        dmaonr@mastodon.onlineD 1 Reply Last reply
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        • scottjenson@social.coopS scottjenson@social.coop

          #mastondon Friends!

          There is a TON of improvements we could make to Private Mentions (often called DMs on other platforms) e.g.
          * getting them out of the public timeline
          * Having a stronger notification tied to the Private Mention tab
          * (amount other things)

          But here is my MAIN question: How critical is it that these message are encrypted? I'm not against encryption! It's just complex and will take time. If we were to make some UX changes as a first pass WITHOUT encryption would you be OK with that (at least for now?)

          If you MUST have encryption, that's fine, please do me the favor of replying explaining why you need it.

          dmaonr@mastodon.onlineD This user is from outside of this forum
          dmaonr@mastodon.onlineD This user is from outside of this forum
          dmaonr@mastodon.online
          wrote last edited by
          #112

          @scottjenson I would love to see UX improvements. Make it clear the limitations of "Private" Mentions. Make it hard to send a PM publicly. Users are misusing PMs now. The UX doesn't help the user. It would be nice to help them as soon as possible.

          E2E would be fantastic, but encryption is going to take a while. And like another reply wrote: I'm not convinced it is possible on a federated system given email and xmpp still have only bad solutions to encrypted messaging.

          1 Reply Last reply
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          • scottjenson@social.coopS scottjenson@social.coop

            #mastondon Friends!

            There is a TON of improvements we could make to Private Mentions (often called DMs on other platforms) e.g.
            * getting them out of the public timeline
            * Having a stronger notification tied to the Private Mention tab
            * (amount other things)

            But here is my MAIN question: How critical is it that these message are encrypted? I'm not against encryption! It's just complex and will take time. If we were to make some UX changes as a first pass WITHOUT encryption would you be OK with that (at least for now?)

            If you MUST have encryption, that's fine, please do me the favor of replying explaining why you need it.

            roger@mastodon.seattlematrix.orgR This user is from outside of this forum
            roger@mastodon.seattlematrix.orgR This user is from outside of this forum
            roger@mastodon.seattlematrix.org
            wrote last edited by
            #113

            @scottjenson without encryption, what is the point of calling it a "private mention" ?

            1 Reply Last reply
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            • dmaonr@mastodon.onlineD dmaonr@mastodon.online

              @knapjack
              How can the sender validate the public key hasn't been tampered with by the instance or server admin?

              It is a hard problem. There are solutions but it will be complicated.

              @scottjenson

              knapjack@snac.gruntle.ccK This user is from outside of this forum
              knapjack@snac.gruntle.ccK This user is from outside of this forum
              knapjack@snac.gruntle.cc
              wrote last edited by
              #114
              #TedUnangst seems to be off the Fediverse (and maybe the web) but linking this here for posterity: https://github.com/timkuijsten/honk/blob/fork/encrypt.go
              1 Reply Last reply
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              • benpate@mastodon.socialB benpate@mastodon.social

                @scottjenson @mray

                Is the FEP public? I’ll love to check it out!

                scottjenson@social.coopS This user is from outside of this forum
                scottjenson@social.coopS This user is from outside of this forum
                scottjenson@social.coop
                wrote last edited by
                #115

                @benpate @mray

                I think it's discussed here:
                https://socialwebfoundation.org/2025/12/19/implementing-encrypted-messaging-over-activitypub/

                1 Reply Last reply
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                • virtuous_sloth@cosocial.caV virtuous_sloth@cosocial.ca

                  @evan @scottjenson
                  But if you forget to set it to PM, there are no stripes, which should be a jarring visual clue.

                  I suppose adding a second compose button would make you choose sooner, but ultimately you have to always click on the right buttons in the right order.

                  They could change the default when you are viewing your PM list. That would make sense.

                  scottjenson@social.coopS This user is from outside of this forum
                  scottjenson@social.coopS This user is from outside of this forum
                  scottjenson@social.coop
                  wrote last edited by
                  #116

                  @virtuous_sloth @evan

                  This is what I meant that there are lots of things to look at here. As Evan points out, let's make PMs actually something distinct and clearly not a message. Too many people either think something is a PM and it isn't or it is, and it shows up in your feed which makes people panic!

                  So many simple things to clean up here.

                  1 Reply Last reply
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                  • grahamperrin@mastodon.bsd.cafeG grahamperrin@mastodon.bsd.cafe

                    @scottjenson not at all critical.

                    Hint: you could re-run this as a poll, for the question.

                    scottjenson@social.coopS This user is from outside of this forum
                    scottjenson@social.coopS This user is from outside of this forum
                    scottjenson@social.coop
                    wrote last edited by
                    #117

                    @grahamperrin Oh I plan to! But it helps to have a conversation first so I know WHAT to put into the poll...

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                    • benpate@mastodon.socialB benpate@mastodon.social

                      @scottjenson Hey Scott! I'm so glad you're tackling this issue. I have lots of trouble with DMs on Mastodon. I think you're addressing, these, but here goes:

                      The biggest one is how easily they're confused with regular messages. I routinely mess this up, and make private messages public, or vice versa.

                      The next is how hard it is to visualize threads - especially in the existing notification section. I often lose my place in complex discussions

                      scottjenson@social.coopS This user is from outside of this forum
                      scottjenson@social.coopS This user is from outside of this forum
                      scottjenson@social.coop
                      wrote last edited by
                      #118

                      @benpate Could not agree with you more! Do you have any ideas on how to improve threads? Any products that do it well for example? Branching threads are a bit like merging PRs, the dependency tree can get crazy complex!

                      benpate@mastodon.socialB jesseplusplus@mastodon.socialJ 2 Replies Last reply
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                      • rycaut@mastodon.socialR rycaut@mastodon.social

                        @scottjenson encryption that still works if one of the parties changes fediverse servers seems like it maybe technically challenging

                        I also would note that a lot of my interactions on the Fediverse are not very “microblogging” focused. Ie this response isn’t a blog post.

                        I largely use DMs here for private but non sensitive content (like “hey your url is broken” or “you have a typo on that post”

                        scottjenson@social.coopS This user is from outside of this forum
                        scottjenson@social.coopS This user is from outside of this forum
                        scottjenson@social.coop
                        wrote last edited by
                        #119

                        @Rycaut Exactly. My hypothese is that most PMs are scoping outisde of the public discourse and are not in need to encryption. This doesn't mean it's not a good long term goal! Just saying lots of usage does not require it

                        1 Reply Last reply
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                        • morst@toad.socialM morst@toad.social

                          @scottjenson I must request encryption, because even though I don't need it right now. ...
                          A - you never know when you might need it
                          B- if I did, I might feel really uncomfortable telling you the reason, so I'm gonna assume that I'm piping up for some of those folks.

                          scottjenson@social.coopS This user is from outside of this forum
                          scottjenson@social.coopS This user is from outside of this forum
                          scottjenson@social.coop
                          wrote last edited by
                          #120

                          @morst No one is saying encryption is off the table. Just that I wanted to start with low hanging fruit (bucause the improvements are so much easier. Others are working on the encryption (it's a VERY hard problem)

                          1 Reply Last reply
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                          • scottjenson@social.coopS scottjenson@social.coop

                            #mastondon Friends!

                            There is a TON of improvements we could make to Private Mentions (often called DMs on other platforms) e.g.
                            * getting them out of the public timeline
                            * Having a stronger notification tied to the Private Mention tab
                            * (amount other things)

                            But here is my MAIN question: How critical is it that these message are encrypted? I'm not against encryption! It's just complex and will take time. If we were to make some UX changes as a first pass WITHOUT encryption would you be OK with that (at least for now?)

                            If you MUST have encryption, that's fine, please do me the favor of replying explaining why you need it.

                            fwaaron@social.coopF This user is from outside of this forum
                            fwaaron@social.coopF This user is from outside of this forum
                            fwaaron@social.coop
                            wrote last edited by
                            #121

                            @scottjenson
                            Seems like another way to ask what you're getting at is "would you consider improvements to private mentions useless without encryption?"

                            My answer to that would be no. There are plenty of other options for encrypted messaging.

                            1 Reply Last reply
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                            • scottjenson@social.coopS scottjenson@social.coop

                              #mastondon Friends!

                              There is a TON of improvements we could make to Private Mentions (often called DMs on other platforms) e.g.
                              * getting them out of the public timeline
                              * Having a stronger notification tied to the Private Mention tab
                              * (amount other things)

                              But here is my MAIN question: How critical is it that these message are encrypted? I'm not against encryption! It's just complex and will take time. If we were to make some UX changes as a first pass WITHOUT encryption would you be OK with that (at least for now?)

                              If you MUST have encryption, that's fine, please do me the favor of replying explaining why you need it.

                              hugovk@mastodon.socialH This user is from outside of this forum
                              hugovk@mastodon.socialH This user is from outside of this forum
                              hugovk@mastodon.social
                              wrote last edited by
                              #122

                              @scottjenson Please make UX improvements first. Adding complex encryption won't make a difference when people accidentally send a public toot thinking it's private.

                              1 Reply Last reply
                              0
                              • scottjenson@social.coopS scottjenson@social.coop

                                #mastondon Friends!

                                There is a TON of improvements we could make to Private Mentions (often called DMs on other platforms) e.g.
                                * getting them out of the public timeline
                                * Having a stronger notification tied to the Private Mention tab
                                * (amount other things)

                                But here is my MAIN question: How critical is it that these message are encrypted? I'm not against encryption! It's just complex and will take time. If we were to make some UX changes as a first pass WITHOUT encryption would you be OK with that (at least for now?)

                                If you MUST have encryption, that's fine, please do me the favor of replying explaining why you need it.

                                thomas@metalhead.clubT This user is from outside of this forum
                                thomas@metalhead.clubT This user is from outside of this forum
                                thomas@metalhead.club
                                wrote last edited by
                                #123

                                @scottjenson encryption is not trivial. Focus on the basics and get them nice and convenient. Then try to solve the encryption puzzle 🙂

                                1 Reply Last reply
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                                • scottjenson@social.coopS scottjenson@social.coop

                                  #mastondon Friends!

                                  There is a TON of improvements we could make to Private Mentions (often called DMs on other platforms) e.g.
                                  * getting them out of the public timeline
                                  * Having a stronger notification tied to the Private Mention tab
                                  * (amount other things)

                                  But here is my MAIN question: How critical is it that these message are encrypted? I'm not against encryption! It's just complex and will take time. If we were to make some UX changes as a first pass WITHOUT encryption would you be OK with that (at least for now?)

                                  If you MUST have encryption, that's fine, please do me the favor of replying explaining why you need it.

                                  utzer@f.utzer.deU This user is from outside of this forum
                                  utzer@f.utzer.deU This user is from outside of this forum
                                  utzer@f.utzer.de
                                  wrote last edited by
                                  #124
                                  @scottjenson encryption not needed, I use a safe messenger if I need that.
                                  1 Reply Last reply
                                  0
                                  • scottjenson@social.coopS scottjenson@social.coop

                                    #mastondon Friends!

                                    There is a TON of improvements we could make to Private Mentions (often called DMs on other platforms) e.g.
                                    * getting them out of the public timeline
                                    * Having a stronger notification tied to the Private Mention tab
                                    * (amount other things)

                                    But here is my MAIN question: How critical is it that these message are encrypted? I'm not against encryption! It's just complex and will take time. If we were to make some UX changes as a first pass WITHOUT encryption would you be OK with that (at least for now?)

                                    If you MUST have encryption, that's fine, please do me the favor of replying explaining why you need it.

                                    aymm@metalhead.clubA This user is from outside of this forum
                                    aymm@metalhead.clubA This user is from outside of this forum
                                    aymm@metalhead.club
                                    wrote last edited by
                                    #125

                                    @scottjenson I think encryptef messages are important, but I also think that lower-hanging fruit (e.g. improved UX) should be done first

                                    1 Reply Last reply
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                                    • scottjenson@social.coopS scottjenson@social.coop

                                      @jochenwolters That's a very clear explanation thank you. I don't think many apprecaite just how hard it is to add encryption properly and it's like going to take a while. As we already have PMs in the product and improving them would be very helpful, it seems like we shouldn't wait.

                                      Part of why I'm asking is that here are MANY ways to use PMs, many of which do not require encryption at all. Of course it would be very nice to have. But I just want to call out, even with encryption, you likely want to be very careful using Mastodon for organizing as your profile and public posts would likely leak a tremendous amount of personal info.

                                      Again, this doesn't mean we shouldn't do it, just that microblogging makes it hard to proprely protect your identity.

                                      jochenwolters@mastodon.socialJ This user is from outside of this forum
                                      jochenwolters@mastodon.socialJ This user is from outside of this forum
                                      jochenwolters@mastodon.social
                                      wrote last edited by
                                      #126

                                      @scottjenson Thanks for the thoughtful response, Scott. I sincerely appreciate that! And I agree with everything you write.

                                      Here's a little IxD detail in Mona 6 that's I find very useful. I hardly use the official Mastodon clients. So if they lack such a reminder, adding it should be a fairly minor effort with a huge upside in terms of setting the accurate security expectations with users.

                                      scottjenson@social.coopS 1 Reply Last reply
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                                      • scottjenson@social.coopS scottjenson@social.coop

                                        #mastondon Friends!

                                        There is a TON of improvements we could make to Private Mentions (often called DMs on other platforms) e.g.
                                        * getting them out of the public timeline
                                        * Having a stronger notification tied to the Private Mention tab
                                        * (amount other things)

                                        But here is my MAIN question: How critical is it that these message are encrypted? I'm not against encryption! It's just complex and will take time. If we were to make some UX changes as a first pass WITHOUT encryption would you be OK with that (at least for now?)

                                        If you MUST have encryption, that's fine, please do me the favor of replying explaining why you need it.

                                        bigfood@social.tchncs.deB This user is from outside of this forum
                                        bigfood@social.tchncs.deB This user is from outside of this forum
                                        bigfood@social.tchncs.de
                                        wrote last edited by
                                        #127

                                        @scottjenson
                                        I'm not here for encrypted messaging.

                                        1 Reply Last reply
                                        0
                                        • scottjenson@social.coopS scottjenson@social.coop

                                          #mastondon Friends!

                                          There is a TON of improvements we could make to Private Mentions (often called DMs on other platforms) e.g.
                                          * getting them out of the public timeline
                                          * Having a stronger notification tied to the Private Mention tab
                                          * (amount other things)

                                          But here is my MAIN question: How critical is it that these message are encrypted? I'm not against encryption! It's just complex and will take time. If we were to make some UX changes as a first pass WITHOUT encryption would you be OK with that (at least for now?)

                                          If you MUST have encryption, that's fine, please do me the favor of replying explaining why you need it.

                                          eelcoa@mastodon.nlE This user is from outside of this forum
                                          eelcoa@mastodon.nlE This user is from outside of this forum
                                          eelcoa@mastodon.nl
                                          wrote last edited by
                                          #128

                                          @scottjenson I hardly use DM, so wouldn't care if it wouldn't be encrypted.

                                          1 Reply Last reply
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