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Installing GPG Tools on Mac sets up gpg-agent automatically and has Mac Keychain support. I use the agent support all the time for signing Maven artifacts (whic

• acdha 11y ago
  Indeed – and yet it still doesn't work. I'm sure that it could be made to work with enough debugging, having done so multiple times over the years, but this needs to work better by default. Security software in particular needs to inspire trust to avoid incentivizing everyone not to use it. This isn't yet at S/MIME levels, much less something like iMessage or Signal/TextSecure – and, yes, there's a ton of room to argue their respective merits but most users are simply going to switch to something which gets their message through rather than debug failures, particularly when the software doesn't give any feedback about what's wrong and, critically, what you could do to fix it.