This guide will demonstrate the steps required to encrypt and decrypt files using OpenSSL on Mac OS X. The working assumption is that by demonstrating how to encrypt a file with your own public key, you'll also be able to encrypt a file you plan to send to somebody else using their private key, though you may wish to use this approach to keep archived data safe from prying eyes.

• When you generate your keys, you will use ssh-keygen to store the keys in a safe location so you can bypass the login prompt when connecting to your server. To generate SSH keys in Mac OS X.
• Nov 10, 2011 How to Generate A Public/Private SSH Key Linux By Damien – Posted on Nov 10, 2011 Nov 18, 2011 in Linux If you are using SSH frequently to connect to a remote host, one of the way to secure the connection is to use a public/private SSH key so no password is transmitted over the network and it can prevent against brute force attack.
• Creating an SSH key on Linux & macOS 1. Check for existing SSH keys. You should check for existing SSH keys on your local computer. You can use an existing SSH key with Bitbucket Server if you want, in which case you can go straight to either SSH user keys for personal use or SSH access keys for system use. Open a terminal and run the following.
• Apr 09, 2020 Cisco NX-OS. SSH and Telnet require no license. You can specify the SSH public key in one of these formats. Generate an SSH public key in IETF SCHSH format.

Too Long, Didn't Read

Oct 06, 2018 First thing that you need to do on your macOS machine is to create a directory that will store your SSH keys. Then you will generate a public and private key for your account, launch the Terminal and punch in some commands: Create a.ssh Directory. Change to the home directory. Cd / Create a SSH directory name.ssh and move into it. Generate Your Private/Public Key-pair $ ssh-keygen -t rsa -C 'foo@example.com' By default your private key will be stored in /.ssh/idrsa: This is your private key and it must be kept secret /.ssh/idrsa.pub: This is your public key, you can share it (for example) with servers as an authorized key for your account. You can change the location.

Assuming you've already done the setup described later in this document, that id_rsa.pub.pcks8 is the public key you want to use, that id_rsa is the private key the recipient will use, and secret.txt is the data you want to transmit…

Encrypting

Mac Os X Generate Ssh Key

Decrypting

Using Passwords

OpenSSL makes it easy to encrypt/decrypt files using a passphrase. Unfortunately, pass phrases are usually 'terrible' and difficult to manage and distribute securely.

To Encrypt a File

You can add -base64 if you expect the context of the text may be subject to being 'visible' to people (e.g., you're printing the message on a pbulic forum). If you do, you'll need to add it to the decoding step as well. You can choose from several cypers but aes-256-cbc is reasonably fast, strong, and widely supported. Base64 will increase the size of the encrypted file by approximately 30%

To Decrypt a File

You will need to provide the same password used to encrypt the file. All that changes between the encrypt and decrypt phases is the input/output file and the addition of the -d flag. If you pass an incorrect password or cypher then an error will be displayed.

Encrypting Files Using your RSA keys

RSA encryption can only work with very short sections of data (e.g. an SHA1 hash of a file, or a password) and cannot be used to encrypt a large file. The solution is to generate a strong random password, use that password to encrypt the file with AES-256 in CBC mode (as above), then encrypt that password with a public RSA key. The encrypted password will only decrypt with a matching public key, and the encrypted file will require the unique password encrypted in the by the RSA key.

Replace OpenSSL

The copy of OpenSSL bundled with Mac OS X has several issues. Mac OS X 10.7 and earlier are not PCI compliant. It is best to replace it. See here for details: http://www.dctrwatson.com/2013/07/how-to-update-openssh-on-mac-os-x/

Generate Your Private/Public Key-pair

By default your private key will be stored in

• ~/.ssh/id_rsa : This is your private key and it must be kept secret
• ~/.ssh/id_rsa.pub : This is your public key, you can share it (for example) with servers as an authorized key for your account.You can change the location of where you store your keys, but this location is typical. Typically you want to ensure the private key is chmod 600, andd the public key is chmod 644.

Generate a PKCS8 Version of Your Public Key

The default format of id_rsa.pub isn't particularly friendly. If you are going to public your key (for example) on your website so that other people can verify the authorship of files attributed to you then you'll want to distribute it in another format. I find it useful to keep a copy in my .ssh folder so I don't have to re-generate it, but you can store it anywhere you like.

Generate a One-Time-Use Password to Encrypt the File

The passwords used to encrypt files should be reasonably long 32+ characters, random, and never used twice. To do this we'll generate a random password which we will use to encrypt the file.

This will generate 192 bytes of random data which we will use as a key. If you think a person may need to view the contents of the key (e.g., they're going to display it on a terminal or copy/paste it between computers) then you should consider base-64 encoding it, however:

1. The password will become approximately 30% longer (and there is a limit to the length of data we can RSA-encrypt using your public key
2. The password will be 'padded' with '=' characters if it's not a multiple of 4 bytes.

A Note on Long Passwords

There is a limit to the maximum length of a message that can be encrypted using RSA public key encryption. If you want to use very long keys then you'll have to split it into several short messages, encrypt them independently, and then concatinate them into a single long string. Decrypting the password will require reversing the technique: splitting the file into smaller chuncks, decrypting them independently, and then concatinating those into the original password key file.

Encrypt the File Using the Generated Key

Now that you have a good random password, you can use that to AES encrypt a file as seen in the 'with passwords' section

Decrypting the file works the same way as the 'with passwords' section, except you'll have to pass the key.

Encrypt the Key Used to Encrypt the File

We used fast symetric encryption with a very strong password to encrypt the file to avoid limitations in how we can use asymetric encryption. Finally, we'll use asymetric encryption to encrypt the password. This solves the problem of 'how do I safely transmit the password for the encrypted file' problem. You can encrypt is using the recipients public key and they can decode it using their private key. Encrypt the password using a public key:

The recipient can decode the password using a matching private key:

Package the Encrypted File and Key

There are a number of ways to do this step, but typically you'll want just a single file you can send to the recipent to make transfer less of a pain. I'd recommend just making a tarball and delivering it through normal methods (email, sftp, dropbox, whatever). Though a secure method of exchange is obviously preferable, if you have to make the data public it should still be resistent to attempts to recover the information.

The file can be extracted in the usual way:

You may want to securely delete the unecrypted keyfile as the recipient will be able to decode it using their private key and you already have the unencrypted data.

Updated by LinodeWritten by Linode

Report an Issue View File Edit File

Password authentication is the default method most SSH (Secure Shell) clients use to authenticate with remote servers, but it suffers from potential security vulnerabilities, like brute-force login attempts. An alternative to password authentication is public key authentication, in which you generate and store on your computer a pair of cryptographic keys and then configure your server to recognize and accept your keys. Using key-based authentication offers a range of benefits:

• Key-based login is not a major target for brute-force hacking attacks.

• If a server that uses SSH keys is compromised by a hacker, no authorization credentials are at risk of being exposed.

• Because a password isn’t required at login, you are able to able to log in to servers from within scripts or automation tools that you need to run unattended. For example, you can set up periodic updates for your servers with a configuration management tool like Ansible, and you can run those updates without having to be physically present.

This guide will explain how the SSH key login scheme works, how to generate an SSH key, and how to use those keys with your Linode.

How SSH Keys Work

SSH keys are generated in pairs and stored in plain-text files. The key pair (or keypair) consists of two parts:

• A private key, usually named id_rsa. The private key is stored on your local computer and should be kept secure, with permissions set so that no other users on your computer can read the file.

  Caution

• A public key, usually named id_rsa.pub. The public key is placed on the server you intend to log in to. You can freely share your public key with others. If someone else adds your public key to their server, you will be able to log in to that server.

When a site or service asks for your SSH key, they are referring to your SSH public key (id_rsa.pub). For instance, services like GitHub and Gitlab allow you to place your SSH public key on their servers to streamline the process of pushing code changes to remote repositories.

The authorized_keys File

In order for your Linode to recognize and accept your key pair, you will need to upload your public key to your server. More specifically, you will need to upload your public key to the home directory of the user you would like to log in as. If you would like to log in to more than one user on the server using your key pair, you will need to add your public key to each of those users.

To set up SSH key authentication for one of your server’s users, add your public key to a new line inside the user’s authorized_keys file. This file is stored inside a directory named .ssh/ under the user’s home folder. A user’s authorized_keys file can store more than one public key, and each public key is listed on its own line. If your file contains more than one public key, then the owner of each key listed will be able to log in as that user.

Granting Someone Else Access to your Server

To give someone else access to your server’s user, simply add their public key on a new line in your authorized_keys file, just as you would add your own. To revoke access for that person, remove that same line and save the changes.

Challenge-Response

When logging in to a server using SSH, if there is a public key on file on that server, the server will create a challenge. This challenge will be crafted in such a way that only the holder of the private SSH key will be able to decipher it.

This challenge-response action happens without any user interaction. If the person attempting to log in has the corresponding private key, then they will be safely logged in. If not, the login will either fail or fall back to a password-based authentication scheme.

SSH Key Passphrases

You can optionally provide an additional level of security for your SSH keys by encrypting them with a passphrase at the time of creation. When you attempt to log in using an encrypted SSH key, you will be prompted to enter its passphrase. This is not to be confused with a password, as this passphrase only decrypts the key file locally and is not transferred over the Internet as a password might be.

If you’d like to set up your logins so that they require no user input, then creating a passphrase might not be desirable, but it is strongly recommended nevertheless.

Os X Ssh Generate Public Key

Linux and macOS

Generate a Key Pair

Perform the steps in this section on your local machine.

1. Create a new key pair.

   Caution

   This command will overwrite an existing RSA key pair, potentially locking you out of other systems.

   If you’ve already created a key pair, skip this step. To check for existing keys, run ls ~/.ssh/id_rsa*.

   If you accidentally lock yourself out of the SSH service on your Linode, you can still use the Lish console to login to your server. After you’ve logged in via Lish, update your authorized_keys file to use your new public key. This should re-establish normal SSH access.

   The -b flag instructs ssh-keygen to increase the number of bits used to generate the key pair, and is suggested for additional security.

2. Press Enter to use the default names id_rsa and id_rsa.pub in the /home/your_username/.ssh directory before entering your passphrase.

3. While creating the key pair, you will be given the option to encrypt the private key with a passphrase. This means that the key pair cannot be used without entering the passphrase (unless you save that passphrase to your local machine’s keychain manager). We suggest that you use the key pair with a passphrase, but you can leave this field blank if you don’t want to use one.

Upload your Public Key

There are a few different ways to upload your public key to your Linode from Linux and macOS client systems:

Using ssh-copy-id

ssh-copy-id is a utility available on some operating systems that can copy a SSH public key to a remote server over SSH.

1. To use ssh-copy-id, pass your username and the IP address of the server you would like to access:

2. You’ll see output like the following, and a prompt to enter your user’s password:

3. Verify that you can log in to the server with your key.

Using Secure Copy (scp)

Secure Copy (scp) is a tool that copies files from a local computer to a remote server over SSH:

1. Connect to your server via SSH with the user you would like to add your key to:

2. Create the ~/.ssh directory and authorized_keys file if they don’t already exist:

3. Give the ~/.ssh directory and authorized_keys files appropriate file permissions:

4. In another terminal on your local machine, use scp to copy the contents of your SSH public key (id_rsa.pub) into the authorized_keys file on your server. Substitute in your own username and your server’s IP address:

5. Verify that you can log in to the server with your key.

Manually Copy an SSH Key

You can also manually add an SSH key to a server:

1. Begin by copying the contents of your public SSH key on your local computer. You can use the following command to output the contents of the file:

   You should see output similar to the following:

   Note that the public key begins with ssh-rsa and ends with [email protected].

2. Once you have copied that text, connect to your server via SSH with the user you would like to add your key to:

3. Create the ~/.ssh directory and authorized_keys file if they don’t already exist:

4. Give the ~/.ssh directory and authorized_keys files appropriate file permissions:

5. Open the authorized_keys file with the text editor of your choice (nano, for example). Then, paste the contents of your public key that you copied in step one on a new line at the end of the file.

6. Save and close the file.

   Note

   If you initially logged into the server as root but edited the authorized_keys file of another user, then the .ssh/ folder and authorized_keys file of that user may be owned by root. Set that other user as the files’ owner:

7. Verify that you can log in to the server with your key.

Connect to the Remote Server

Get Ssh Public Key

1. SSH into the server from your local machine:

2. If you chose to use a passphrase when creating your SSH key, you will be prompted to enter it when you attempt to log in. Depending on your desktop environment, a window may appear:

   Caution

   Do not allow the local machine to remember the passphrase in its keychain unless you are on a private computer which you trust.

   You may also see the passphrase prompt at your command line:

3. Enter your password. You should see the connection establish in the local terminal.

Windows

The following instructions use the PuTTY software to connect over SSH, but other options are available on Windows too.

Generate a Key Pair with PuTTY

1. Download PuTTYgen (puttygen.exe) and PuTTY (putty.exe) from the official site.

2. Launch puttygen.exe. The RSA key type at the bottom of the window is selected by default for an RSA key pair but ED25519 (EdDSA using Curve25519) is a comparable option if your remote machine’s SSH server supports DSA signatures. Do not use the SSH-1(RSA) key type unless you know what you’re doing.

3. Increase the RSA key size from 2048 bits 4096 and click Generate:

4. PuTTY uses the random input from your mouse to generate a unique key. Once key generation begins, keep moving your mouse until the progress bar is filled:

5. When finished, PuTTY will display the new public key. Right-click on it and select Select All, then copy the public key into a Notepad file.

6. Save the public key as a .txt file or some other plaintext format. This is important–a rich text format such as .rtf or .doc can add extra formatting characters and then your private key won’t work:

7. Enter a passphrase for the private key in the Key passphrase and Confirm passphrase text fields. Important: Make a note of your passphrase, you’ll need it later:

8. Click Save private key. Choose a file name and location in Explorer while keeping the ppk file extension. If you plan to create multiple key pairs for different servers, be sure to give them different names so that you don’t overwrite old keys with new:

Manually Copy the SSH Key with PuTTY

1. Launch putty.exe. Find the Connection tree in the Category window, expand SSH and select Auth. Click Browse and navigate to the private key you created above:

2. Scroll back to the top of the Category window and click Session. Enter the hostname or IP address of your Linode. PuTTY’s default TCP port is 22, the IANA assigned port for for SSH traffic. Change it if your server is listening on a different port. Name the session in the Saved Sessions text bar and click Save:

3. Click the Open button to establish a connection. You will be prompted to enter a login name and password for the remote server.

4. Windows xp pro oem product key generator. Once you’re logged in to the remote server, configure it to authenticate with your SSH key pair instead of a user’s password. Create an .ssh directory in your home directory on your Linode, create a blank authorized_keys file inside, and set their access permissions:

5. Open the authorized_keys file with the text editor of your choice (nano, for example). Then, paste the contents of your public key that you copied in step one on a new line at the end of the file.

6. Save, close the file, and exit PuTTY.

7. Verify that you can log in to the server with your key.

Using WinSCP

Uploading a public key from Windows can also be done using WinSCP:

1. In the login window, enter your Linode’s public IP address as the hostname, the user you would like to add your key to, and your user’s password. Click Login to connect.

2. Once connected, WinSCP will show two file tree sections. The left shows files on your local computer and the right shows files on your Linode. Using the file explorer on the left, navigate to the file where you saved your public key in Windows. Select the public key file and click Upload in the toolbar above.

3. You’ll be prompted to enter a path on your Linode where you want to upload the file. Upload the file to /home/your_username/.ssh/authorized_keys.

4. Verify that you can log in to the server with your key.

Connect to the Remote Server with PuTTY

Start PuTTY and Load your saved session. You’ll be prompted to enter your server user’s login name as before. However, this time you will be prompted for your private SSH key’s passphrase rather than the password for your server’s user. Enter the passphrase and press Enter.

Troubleshooting

If your SSH connections are not working as expected, or if you have locked yourself out of your system, review the Troubleshooting SSH guide for troubleshooting help.

Upload your SSH Key to the Cloud Manager

It is possible to provision each new Linode you create with an SSH public key automatically through the Cloud Manager.

Os X Generate Public Ssh Key Linux

1. Log in to the Cloud Manager.

2. Click on your username at the top right hand side of the page. Then click on My Profile in the dropdown menu that appears:

   Note

   If you are viewing the Cloud Manager in a smaller browser window or on a smaller device, then the My Profile link will appear in the sidebar links. To view the sidebar links, click on the disclosure button to the left of the blue Create button at the top of the page.

3. From the My Profile page, select the SSH Keys tab, and then click Add a SSH Key:

4. Create a label for your key, then paste in the contents of your public SSH key (id_rsa.pub):

5. Click Add Key.

6. When you next create a Linode you’ll be given the opportunity to include your SSH key in the Linode’s creation. This key will be added to the root user of the new Linode.

   In the Create Linode form, select the SSH key you’d like to include. This field will appear below the Root Password field:

Next Steps

Os X Generate Public Ssh Keyboard

After you set up your SSH keys and confirm they are working as expected, review the How to Secure Your Server guide for instructions on disabling password authentication for your server.

How To Generate Ssh Key Pair

Join our Community

Mac How To Generate Ssh Key

This guide is published under a CC BY-ND 4.0 license.