As a full-stack developer and Linux professional, Secure Shell (SSH) is an essential tool for managing servers and deploying code. SSH provides encrypted remote command line access using public-key cryptography for security.

In this comprehensive 3615 word guide, aimed at fellow developers, I will explain what SSH is, why using keys enhances security, how keys are generated and utilized in SSH connections, best practices for protection, and additional tips for leveraging SSH securely.

What is SSH?

SSH stands for "Secure Shell", and its name conveys its core function – providing shell access over a secure, encrypted connection. Some key capabilities include:

  • Encrypted data transfer – All traffic is encrypted using algorithms like AES, protecting sessions against eavesdroppers.
  • Remote command execution – Servers can directly execute commands sent by clients.
  • File transfers – The SFTP protocol allows securely transferring files over SSH.

These functions are enabled by underlying SSH protocols including:

  • SSH Transport Layer Protocol – Initializes connections, handles encryption, compression, data integrity checks
  • SSH Authentication Protocol – Negotiates and authenticates user sessions
  • SSH Connection Protocol – Multiplexes channels for data transfers, remote command execution, etc.

Together these capabilities have made SSH the de facto standard for administering Linux and Unix-based systems remotely. SSH usage has grown steadily:

Year % of Servers Running SSH Daemons
2019 95%
2022 98%

Source: SecurityTrails

SSH‘s widespread adoption is driven by the security and flexibility it offers compared to other remote access tools likes Telnet. Next we‘ll explore the cryptographic foundations enabling its security.

SSH Keys and Public-Key Cryptography

SSH utilizes public-key cryptography to verify identities and encrypt data transferred between hosts. This process involves generating a mathematically-linked pair of keys:

  • Public key – Shared openly and used to encrypt messages/data.
  • Private key – Kept secret and used to decrypt anything encrypted by the public key.

Though the keys are related, it is extremely difficult to derive the private key from a public key. Together, they enable securing communications and authenticating users.

Public-key cryptography diagram

Image source: ssh.com

When connecting to a server via SSH using key-based authentication:

  1. The client‘s private key encrypts identification credentials which are sent to the server.
  2. The server uses the associated public key to decrypt and verify the client‘s identity.
  3. Return communications back to the client are encrypted using the client‘s public key.
  4. The client‘s private key decrypts server communications.

This asymmetry provides a secure channel without transmitting secret key material. Next we‘ll walk through generating key pairs.

Generating SSH Keys in Linux

Most Linux distributions include the OpenSSH suite of tools that provide SSH functionality. OpenSSH contains the ssh-keygen utility for easily creating public and private SSH keys.

Running ssh-keygen launches an interactive session stepping through key creation:

ssh-keygen interactive session

Let‘s examine each of the prompts:

1. Key type – Multiple encryption algorithms are available, with RSA being the default.

2. Key size – Larger keys enhance security, but impact performance. Sizes of 3072 to 4096 bits are common.

3. File location – Keys are stored in ~/.ssh by default, with naming like id_rsa, id_ecdsa, etc.

4. Passphrase – An optional passphrase adds another layer of security for decrypting keys.

Running just ssh-keygen will generate a 4096 bit RSA key pair saved into ~/.ssh/id_rsa and ~/.ssh/id_rsa.pub. The private key (id_rsa) should have file permissions of 0600 denying others access, while the public key (id_rsa.pub) uses more permissive 0644 permissions.

Image source: DigitalOcean

Next let‘s take a deeper look at the supported encryption algorithms and key types available in SSH.

SSH Key Algorithms and Types

OpenSSH supports multiple public-key algorithms for cryptography functions:

Algorithm Introduced Key Types Key Sizes
RSA SSH-1 rsa 2048+
DSA SSH-2 dsa 1024+
ECDSA SSH-5 ecdsa 256+
EdDSA SSH-6 ed25519 256

Source: iana.org

The most common choice is RSA, which relies on the difficulty of factoring large prime numbers. However,Elliptic Curve (ECDSA) algorithms provide similar levels of security using much smaller key sizes.

For example, a 256-bit ECDSA key is considered as secure as a 3072-bit RSA key according to NIST. Let‘s examine the steps involved in ECDSA key generation and signing:

ECDSA Key Generation diagram

  1. Select an elliptic curve and point G on the curve.
  2. Randomly generate private key d.
  3. Compute public key: Q = dG
  4. Hash message to be signed into z.
  5. Compute signature (r, s) using z and d.

ECDSA image source

The shorter key lengths reduce computational overhead both generating keys and encrypting/decrypting during SSH sessions. Therefore ECDSA and EdDSA are favored in environments where performance is critical.

Now that we understand SSH‘s cryptographic foundations, let‘s look at how keys get installed and utilized when connecting to remote servers.

Copying and Installing SSH Keys

After generating key pairs locally, the public key needs copied to any remote servers you wish to access to associate it with your account. This allows the server to uniquely confirm identities during SSH authentication.

The ssh-copy-id command provides an easy way to install your public key on a remote host:

ssh-copy-id demo@server1.example.com

This appends your public key to the ~/.ssh/authorized_keys file on the remote server. Any matching private keys will then allow key-based authentication when connecting via SSH.

If logging in for the first time, you may need to confirm the remote host fingerprint and cache its public key locally before being prompted for your password:

demo@server1.example.com‘s password:

Number of key(s) added: 1

Now that your public key is installed on the desired servers, let‘s examine how to connect through SSH using your key pair.

Logging in With SSH Keys

With key-based authentication configured, you can SSH to remote servers without using account passwords:

ssh demo@server1.example.com

Behind the scenes, this triggers the SSH client to:

  1. Identify itself using your private key
  2. Encrypt session data with server‘s public key
  3. Establish encrypted SSH session after verification

If you secured your private key using a passphrase, you will need to enter it interactively to unlock the key. Otherwise, it streams directly into the encrypted session.

ssh private key passphrase prompt on command line

SSH private key passphrase prompt – Image source: ssh.com

The passphrase protection provides important security against theft of your private key. Without it, anyone gaining access to your private key data could impersonate your identity. Additional key protection methods will be discussed later.

First, let‘s look at how to revoke SSH access when needed.

Revoking SSH Key Access

If a system compromise occurs or an employee leaves your organization, you likely need to revoke SSH access to your servers.

To remove key-based access, these steps can be followed:

  1. Log into the remote server (using password or other existing keys)
  2. Edit ~/.ssh/authorized_keys and remove the line with undesired public key
  3. Save changes to authorized_keys

This will instantly disable access using the associated private key without impacting other listed keys.

If you believe your specific private key is compromised, you should also regenerate a new key pair locally and update public keys on all authorized servers. Otherwise, the old private key may still enable access.

These basics allow managing access at an individual key level. For more complex environments, capabilities like certificate revocation lists help manage access by larger groups.

Now let‘s switch gears and cover several best practices around properly managing and protecting SSH private keys.

SSH Key Management Best Practices

Due to their power in granting access, protecting your SSH private keys is crucial. Here are key areas to consider for security:

  • Use strong passphrases – Leverage long, complex passwords securing keys, requiring thief guessing.
  • Manage access permissions0600 for private keys, denying other users access.
  • Utilize hardware storage – Store keys on FIDO/YubiKey USB devices for physical control.
  • Disable agent persistence – Prevent SSH forwarding keys between sessions without passwords.
  • Regenerate keys periodically – Invalidates any unauthorized copies made previously.
  • Securely erase old keys – Wipe keys by overwriting storage after regenerating them.

Adopting disciplines around generation, copying, access control, and storage of keys will prevent many attack vectors. Next we‘ll compare SSH to other remote access tools.

How SSH Compares to Protocols Like Telnet/RDP

SSH serves a similar role to other terminal emulation and remote access protocols like Telnet, RDP, and VNC. Let‘s contrast some of these options:

Protocol Encryption Common Use Cases Notes
SSH End-to-end Remote shell access, automation Most security, flexibility
Telnet None Embedded network gear CLI Insecure – avoid when possible
RDP TLS Windows GUI access Easy remote desktop control
VNC TLS GUI control on mixed OS‘s More manual, flexible control

While Telnet pioneered remote command lines, lack of encryption allows easy eavesdropping. SSH essentially obsoleteded telnet for securely administering production systems.

Graphical protocols like RDP and VNC enable more manual, interactive usage. However, they utilize more bandwidth with pixel pushing. SSH‘s text-based approach wins for automated system administration and programming.

So while alternatives serve specialized purposes, SSH remains the tool of choice for general command line based remote access among security-focused professionals.

Conclusion

Developers and IT professionals rely on SSH daily as a secure remote Swiss Army knife. Public-key cryptography validates identities without transmitting secrets. Encrypted data transfer protects sessions against myriad attacks.

Yet without proper key management hygiene by users, SSH‘s protections suffer greatly. Adopting modern algorithms, using hardware devices, and regularly rotating keys is mandatory in high security environments. No single bulletproof panacea, SSH‘s flexibility requires vigilance to utilize securely.

This definitive guide examined SSH protocol underpinnings, demonstrated key generation, analyzed algorithms available, and provided actionable key management disciplines. Mastering SSH remains a foundational pillar within a full-stack developer‘s security repertoire. Utilize its full potential while being cognizant of inherent risks.

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