18
votes
6answers
987 views

What needs to happen for email encryption to go mainstream? [on hold]

PGP has been around for almost 20 years, but email encryption is not used by most 'regular people'. At the moment, with Snowden's NSA revelations (which should not be a huge surprise to anyone), the ...
1
vote
0answers
123 views

PGP-encrypted Email or SSL/TLS Webform for Responsible Disclosure Communication?

So it's a fairly simple question. When offering an avenue to security researchers for communication with us regarding disclosure of security vulnerabilities, what's the best way to do so? Assume we ...
0
votes
1answer
60 views

Which mail clients support PGP/MIME - is there an overview? [closed]

Does anyone know if there is a current overview (I only found ones from before 2006) which MUAs (mail clients) do support PGP/MIME? I wonder whether there still exist issues like "Outlook Express ...
7
votes
3answers
482 views

How (in)secure is POP/IMAP/SMTP

I'm making a few assumptions about basic email security, and I want to confirm or clarify some of these points to make sure I understand the big picture. Please correct me where I'm mistaken: The ...
3
votes
3answers
280 views

What is the most secure way to send emails using PGP?

I am a PGP beginner, having just downloaded GPG for OS X. I created my first pub/sec key for my email address and uploaded it to the public key server. GPG has several features available, namely: 1) ...
3
votes
6answers
191 views

Does an email signature increase security?

I'm using Thunderbird with Enigmail. It has both encrypt and sign options for sending PGP emails -- but why is an email signature needed? It just looks overkill to me! Alice and Bob can use PGP to ...
1
vote
1answer
56 views

Getting more users to use PGP [closed]

Does anyone know of browser Plugins that make Composing, sending, and reading email basically effortless? Mailvelope doesn't seem to be working with the floating compose boxes in Gmail currently. ...
2
votes
2answers
204 views

GPG good signature but Warning: untrusted signature

I'm having an issue with some of my clients being unable to open email attachments when I sign the messages. The error they get is something like (free translation): Error: cannot open. The ...
-2
votes
2answers
160 views

What was the Lavabit's backdoors to their customers' e-mails? [closed]

There has been some talk about the Lavabit's case. New info was published today, but not important. I'd like to know how Lavabit worked. First I thought they just did something with OpenPGP. Then I ...
1
vote
1answer
252 views

Why are the first 16 bits of the message digest not encrypted in PGP? [closed]

The first 16 bits of the message digest in a PGP signature are translated in the clear. As we know, sending something in clear text does not sound like a very good idea from a security point of view. ...
7
votes
3answers
543 views

Is off-the-record style encryption possible with email?

The instant messaging world has off-the-record encryption - which means you get authentication, encryption, and forward deniability. Key material is published after a session ends such that an ...
5
votes
7answers
997 views

Is PGP combined with a regular web-based email service secure?

With the disappearance of private email services like Lavabit and Tormail (http://www.dailydot.com/news/email-anonymous-hushmail-lavabit-nsa/) it seems that we will need to resort back to standard ...
4
votes
2answers
215 views

Security of PGP for Long-Term Storage

How secure are PGP/GPG encrypted mails? I realize that it's probably fine for regular e-mail scenarios, but what about the security over longer time periods (>30 years)? Is the 4096 bit limit for ...
-3
votes
2answers
150 views

Security and privacy in email and other communications [closed]

In the light of newly discovered events like the NSA's PRISM program, I'm really concerned about the privacy & security of my personal emails. Chances are governments already have backdoor access ...
2
votes
0answers
183 views

User friendly PGP email [closed]

Does there exist cross-platform email handlers following these basic guidelines based on some very limited experience? Generate new key at first startup, rather than asking the user if they have an ...
4
votes
1answer
228 views

Potential issues with Kim Dotcom's new proposed “encrypted webmail service”

Just spotted a Reddit thread about Kim Dotcom, of MegaUpload fame, planning to produce a secure webmail system that allows people to communicate securely, without the worry of having their messages ...
4
votes
1answer
228 views

Apart from the lack of native Oultook support, why should one prefer S/MIME over PGP/MIME for email?

From my (still quite subjective) point of view, GnuPG/PGP is superior to SSL (or more specifically, PGP/MIME over S/MIME; maybe in other areas SSL is the better choice), e.g. due to the support of ...
8
votes
1answer
703 views

GPG-encrypted mailing list and other approaches to safe communication

What is the best way to communicate privately on a mailing-list? Requiring each member of the list to have the public key of each other member, and encrypt their messages with those, is cumbersome to ...
4
votes
4answers
278 views

Securely publishing GPG keys

This is probably a stupid question/vaguely defined, but I need to ask it anyway. I want to put a public key for mail exchange on my website, such that even very powerful adversary with power to ...
8
votes
1answer
492 views

PGP: How is it possible for me to read a sent mail, encrypted by me with the recipient's public key?

I'm quite new to OpenPGP and am just starting to use it with Thunderbird. When I encrypt a mail with a recipient's public key, using Thunderbird + Enigmail + OpenPGP, and send it, I can find the ...
6
votes
2answers
185 views

Is DKIM needed for emails encrypted with OpenPGP?

DKIM seems to prove that a message came from where it claims to be from. However, OpenPGP encrypts the entire email and signs it which obviously proves it also came from the person it says it did. ...
4
votes
2answers
192 views

How to refuse delivering emails that are not signed by trusted PGP keys?

I'm fed up by spam and would like to have an email address that will only deliver mails signed by users I declared trusted. Some kind of purgatory for mails the signatures of which are trustworthy by ...
0
votes
2answers
379 views

Whether PGP is send over MIME?

If I am using PGP to encrypt mails whther it is send as a MIME (Multipurpose Internet Mail Extensions) message, and S/MIME and PGP are used for providing email security. When I send PGP message ...
9
votes
4answers
2k views

How do I encrypt the source and destination IP address, along with various parts of an email?

If the subject makes no sense to you, that's fine, it makes no sense to me. I've been tasked with securing emails sent from some devices, and I'm looking for advice on intelligent questions to ask to ...
14
votes
9answers
5k views

Encrypting email for gmail

My friend who is an accountant was asking me what the best way to exchange documents with clients. He was trying to tell me that just sending via email was sufficient and I told him he was insane. I ...
22
votes
4answers
12k views

How does PGP differ from S/MIME?

Is S/MIME an abstracted system for general MIME type encryption, whereas PGP is more for email? Why would I want to choose one over the other, or can I use both at the same time?
10
votes
2answers
1k views

Does my PGP key really need to match the e-mail address for which I'll be using it?

In considering whether or not I want to join the big web o' trust and put my keys on a key server, I got to thinking about how it would affect my e-mail address' exposure. I generally try to keep my ...