PGP is short for "Pretty Good Privacy". It is a data encryption and decryption computer program that provides cryptographic privacy and authentication for data communication. PGP is often used for signing, encrypting and decrypting texts, E-mails, files, directories and whole disk partitions to ...

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What is the exact meaning of this gpg output regarding trust?

When I import signatures or receive a key with gpg, it outputs some cryptic lines like: gpg: 3 marginal(s) needed, 1 complete(s) needed, PGP trust model gpg: depth: 0 valid: 1 signed: 16 trust: ...
35
votes
2answers
9k views

How many OpenPGP keys should I make?

I am learning how to use OpenPGP keys in GnuPG, and I am wondering what is the threshold people generally use to maintain separate OpenPGP keys. Maintaining an incredibly large number of keys is not ...
21
votes
3answers
4k views

Does OpenPGP key expiration add to security?

I've created a new OpenPGP key to sign a software package in a source repository with an expiration date three years from now. It seemed like a good security measure, because if the key is compromised ...
28
votes
3answers
10k views

What is a good general purpose GnuPG key setup?

Since most key types can be used for multiple purposes, namely certification, authentication, encryption and signatures, one could simply use one key for everything - which is a bad idea, as ...
4
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1answer
974 views

Short OpenPGP key IDs are insecure, how to configure GnuPG to use long key IDs instead?

Short OpenPGP key IDs (with 32 bits / 8 hex characters) are subject to collision attacks. It is strongly recommended to stop using 32 bit IDs: Stop using 32bit key ids It takes 4 seconds to ...
6
votes
1answer
751 views

What is an OpenPGP Key ID collision?

Recently an Evil32 project group announced that they have found collisions for all OpenPGP keys from public keyservers (https://evil32.com/). What does the term collision refer to?
13
votes
4answers
6k views

Why does PGP use symmetric encryption and RSA?

Looking into the details of Pretty Good Privacy, I'm confused as to the reasoning behind encrypting the message with a session key and the key with the recipient's public key via RSA. I fail to see ...
22
votes
6answers
3k views

Shouldn't GPG key fetching use a secure connection?

If I run this for example: gpg --keyserver hkp://keyserver.ubuntu.com --recv-keys 0xFBB75451 then does the importing occur in a secure way? I mean does it go over only secured connections? (HKP?) ...
5
votes
2answers
170 views

Why don't PGP keyservers enforce double-opt-in?

One thing that I found out when starting using PGP: When I uploaded my keys to the SKS keyserver, the keyserver did not take any action to verify that I am who I claim to be. Since a PGP key contains ...
21
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2answers
5k views

What information is leaked from an OpenPGP encrypted file?

If an attacker obtains a file that has been encrypted using an OpenPGP public key, what information can the attacker deduce? For example, to what degree of certainty can the attacker deduce the ...
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votes
1answer
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Cascading Encryption Algorithm using mcrypt or GnuGP

I'm trying to a cascading cipher encryption algorithm to encrypt a textfile via mcrypt. I'm essentially trying to emulate the behavior of TrueCrypt, where it can cascade two or three different cipher ...
119
votes
7answers
62k views

How should I distribute my public key?

I've just started to use GPG and created a public key. It is kind of pointless if no-one knows about it. How should I distribute it? Should I post it on my profile on Facebook and LinkedIn? How about ...
21
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3answers
4k views

In PGP, why not just encrypt message with recipient's public key? Why the meta-encryption?

It's described very well by this diagram. It seems like the process used is convoluted and more round-about than it needs to be. Why is an intermediate random key generated for the payload's ...
14
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3answers
5k views

Is it possible to use a GPG or SSH key for web based authentication in a secure fashion?

Let's say hypothetically I am writing a web application targeting technically inclined, security-conscious users who have no problems generating and using GPG or SSH keys. Is it possible to use said ...
6
votes
1answer
467 views

How long do keys stay on keyservers?

Do GPG/PGP keyservers "garbage collect" old keys which have expired, been revoked, or simply haven't been updated in a decade? Or does the server (theoretically) keep every key it has ever seen from ...
5
votes
3answers
280 views

What are you saying when you sign a PGP key?

When you sign a PGP/GPG key, what exactly are you saying to everyone who sees your signature? Are you validating the person, or the email address? To explain what I mean, take the following two ...
20
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2answers
4k views

GPG File size with multiple recipients?

If I encrypt a file for multiple users how does the file size change? Does the size of the output double for two users. How about 10 or 100 users?
13
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4answers
18k 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 ...
11
votes
5answers
6k views

Generate a PGP key with more than 4096 bits?

I would like to know if generating a PGP key with a number of bits higher than 4096 is possible and if so how?
18
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3answers
2k views

Flaw in encryption through pseudorandom number stream (from PGP documentation)

I was reading PGP docs and came upon a part written by Phil Zimmermann (PGP's creator) that piqued my curiosity: When I was in college in the early 70s, I devised what I believed was a brilliant ...
10
votes
3answers
8k views

Secure way to transfer public/secret key to second computer

I created a public/secret key using Seahorse (GNOME managing tool for encryption keys). I haven't had issues encrypting and decrypting files from the computer the keys are located in but I'd like to ...
6
votes
3answers
2k views

Would Axolotl Ratchet protocol be suitable for encrypting email communication?

Axolotl Ratchet is used by Textsecure and is an enhanced version of OTR in a way to make it suitable for mobile applications, which has the probability to encrypt messages without both parties to have ...
7
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2answers
1k views

What risks are inherent with connecting to an untrusted public key server?

Thomas Pornin brought up a good point about PGP key servers in an answer to a recent question, here: Shouldn't GPG key fetching use a secure connection? ...you should not trust the key ...
6
votes
4answers
1k views

Can a PGP private key be deduced if the email text is known?

Suppose I send a PGP-encrypted email to person A, and the same email (same subject line, same message text) unencrypted to person B. Suppose a secret service intercepts both messages. The secret ...
3
votes
2answers
298 views

Is the PGP Web of Trust / Keyserver infrastructure permanently broken?

I love the idea of decentralized trust, the web of trust, and the fact that anyone can run their own keyserver and isn't beholden to a centralized point of failure. But does the decentralized ...
2
votes
1answer
59 views

What is the recommended procedure to migrate to a new OpenPGP master key?

I am thinking about starting again with a new master key. My current master key was not compromised, but I had stored it on my private server temporarily, which is against good practices (but I am the ...
2
votes
1answer
69 views

Upgrading OpenPGP public key on key servers?

What is the best way to upgrade an OpenPGP key that was created 11 years ago? It's 1024-bit and is published on the key server. I can create a new key, but what's the proper way to update the ...
4
votes
1answer
376 views

Can OpenPGP private keys ever be secure enough to store publicly?

The OpenPGP (private) key format stores the key symmetrically encrypted. The "iterated and salted" setup derives this key from a passphrase, taking a "octet count" parameter that determines the ...
2
votes
3answers
1k views

What is the web of trust?

I'm studying network and system security and I came across the phrase "web of trust". From Wikipedia: In cryptography, a web of trust is a concept used in PGP, GnuPG, and other ...
2
votes
2answers
3k views

What's the limit on the size of the data that public-key cryptos can handle?

Someone mentioned here that asymmetric encryption might not be appropriate for bulk data and gave an example of RSA with 100 bytes. Of course, I understand that it was a rough example. But it made me ...
7
votes
3answers
1k views

What is the purpose of 'Version:' in PGP public key

PGP public keys look something like -----BEGIN PGP PUBLIC KEY BLOCK----- Version: GnuPG v1.4.9 (GNU/Linux) mQGiBEl2HAgRBAC9IZGQE3NRWFoXV7CcVRbo7xMe+nGPRMTOocA0pcv9N67R6CAZ ... -----END PGP PUBLIC ...
38
votes
4answers
30k 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?
33
votes
2answers
2k views

Why does PGP work with the CC field in e-mails?

I was wondering how PGP works with a CC. In my understanding, if I send an e-mail to foo@example.com and use baz@example.org in the CC, Enigmail would have to encrypt the e-mail once for every user ...
19
votes
3answers
5k views

Why do PGP master keys only have a single subkey, and tie certification with signing by default?

After learning more about PGP subkeys and how to split apart the roles of (S)igning, (E)ncryption, (A)uthentication and (C)ertification, I discovered that in most cases(?) a default master key has a ...
11
votes
1answer
372 views

Recommended operational security for generating one's primary key pair?

I have been looking for an operational security guide for generating one's asymmetric key pair for (Open)PGP. I have found plenty of technical guides for how to use GnuPG to generate RSA key-pairs, ...
22
votes
4answers
6k views

How can I encrypt a file using gpg without including the recipient's key ID?

An OpenPGP encrypted file will include the key ID of the intended recipient's public encryption key, as explained in this question. Is there any way to remove that information from the resulting ...
21
votes
7answers
4k views

Putting my PGP ID/link on printed business cards

I'm going to print some business cards, and along with my email address I was thinking of putting my PGP ID on it as well. After doing some research I found that using the short ID is not a good ...
24
votes
2answers
11k views

How does RSA encryption compare to PGP?

On this answer ck says RSA and PGP are different. What you are essentially asking is how do I run my petrol car on diesel? The answer is you can't. I would be interested in a more ...
8
votes
4answers
1k views

Alternative to “web of trust”

Let's say I have an SMIME platform where I want to easily establish trust across the entire world for a particular purpose, for example for sharing valid financial information. I think that a ...
5
votes
1answer
460 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 ...
15
votes
1answer
8k views

Ways to sign gpg public key so it is trusted?

I have a service through SSL which gives the user a code for a specific reason. I want to sign the code with the web server's private key (gpg --clearsign) and send the signed code along so that they ...
5
votes
2answers
10k views

Automating PGP encryption? (Windows)

Let's say I have daily files that need to be encrypted using PGP (and then emailed) and I want to automate this task. I would be using Windows PowerShell to manipulate the files (examine date/times ...
5
votes
1answer
375 views

self-signatures using SHA1

This page says: self-signatures must not use SHA1 You can check this by doing: gpg --export-options export-minimal --export <keyid> | gpg --list-packets |grep -A 2 signature|grep ...
4
votes
2answers
325 views

What do I do about a forgotten, ancient PGP key?

So I just created a new PGP key because I want to start using PGP to encrypt my emails. Lo and behold, this is apparently not my first attempt to use PGP. Five years ago, I created another PGP key ...
18
votes
3answers
4k views

Anything to do about old gpg keys?

Quite A few years ago (in middle school) I created some gpg keys, published them to a keyserver, etc. because I was l33test kid on the block. Now I have gone through a few new computers and OS's, ...
17
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2answers
4k 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 ...
10
votes
1answer
679 views

Can all the (other) recepients of a PGP encrypted message be identified?

Does an encrypted message contain any information about whom it is encrypted to, or at least to how many recipients? And if so, is it at least only obtainable for other recipients or for just anybody? ...
5
votes
1answer
4k views

PGP RSA key size - encryption/decryption time

From what I've read, PGP only uses the pub/priv keys for encrypting/decrypting a symmetric key used for actually encrypting/decrypting data. I'd reasonably assume that longer asymmetric keys wouldn't ...
5
votes
2answers
1k views

Do OpenPGP/GnuPG apply slow hash to password when encrypting/decrypting key?

Password space is quiet small. Therefore slow hash should be applied to password before using it for encryption. Should slow hash function (like bcrypt) be applied to password before using it with ...
4
votes
1answer
80 views

What are the problems with uploading client-side encrypted keys to keybase.io?

I was just reading some articles about keybase.io: http://www.makeuseof.com/tag/keybase-wants-bring-encryption-masses-heres/ http://blog.lizdenys.com/2014/03/31/refusing-to-verify-myself/ And I'm ...