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Curriculum lobby
0s40 min Loop40 minβ˜… 130 XP
Syllabus

Security Protocols & Standards: Architecting Secure Communications

Cryptographic Foundations for ProtocolsSymmetric vs. Asymmetric Encryption (AES, RSA, ECC)Hash Functions (SHA-2, SHA-3) & Message Authentication Codes (HMAC)Digital Signatures & Certificates (X.509)Key Exchange Algorithms (Diffie-Hellman, ECDHE)Random Number Generation & Entropy SourcesCryptographic Protocol Threat Model (MitM, Replay, Downgrade)
TLS/SSL – Transport Layer SecuritySSL History & Deprecation (SSLv2, SSLv3, POODLE)TLS Versions (1.0, 1.1, 1.2, 1.3) – What ChangedTLS Handshake Protocol (Full vs. Session Resumption)TLS Record Protocol (Encryption, Padding, Sequencing)Cipher Suites (Key Exchange, Authentication, Encryption, Hash)X.509 Certificates (CA Hierarchy, Root vs. Intermediate, Let's Encrypt)TLS Extensions (SNI, ALPN, OCSP Stapling)TLS Attacks (Heartbleed, BEAST, CRIME, Lucky13, Renegotiation)Hardening TLS (Disabling Weak Ciphers, HSTS, HPKP)TLS Tools (testssl.sh, SSL Labs, openssl s_client)
HTTPS – HTTP Over TLSHTTP vs. HTTPS – What TLS AddsStrict Transport Security (HSTS) & Preload ListsStrict Transport Security (HSTS) & Preload ListsMixed Content (Passive vs. Active) – Risks & MitigationHTTP/2 & HTTP/3 (over QUIC) Security ImplicationsHTTPS Inspection (Break and Inspect) – Enterprise TLS InterceptionCertificate Pinning (HPKP Deprecated, Modern Alternatives)
SSH – Secure ShellSSH Architecture (Transport, Authentication, Connection Layers)SSH Versions (SSH-1 vs. SSH-2) – Why SSH-1 is DeadSSH Key Exchange (Diffie-Hellman Group Exchange, Curve25519)User Authentication Methods (Password, Public Key, Keyboard-Interactive, GSSAPI)Host Key Verification (known_hosts, TOFU, SSHFP DNS Records)SSH Tunneling (Local, Remote, Dynamic Port Forwarding)SSH Agent & Agent Forwarding (Security Risks)Hardening SSH (Disable Root Login, Key-Only, Fail2Ban, Port Knocking)SFTP vs. SCP vs. FTPS (Security Comparison)SSH Tools (OpenSSH, PuTTY, WinSCP, SSH-Audit)
IPsec – Internet Protocol SecurityIPsec Modes (Transport vs. Tunnel Mode)Security Protocols (AH – Authentication Header, ESP – Encapsulating Security Payload)Security Associations (SA) & Security Policy Database (SPD)IKE Phases (IKEv1 Main/Aggressive vs. IKEv2)Authentication Methods (PSK, Certificates, EAP)IPsec NAT Traversal (NAT-T) – Encapsulating ESP in UDPIPsec VPNs (Site-to-Site, Remote Access with StrongSwan/LibreSwan)Common Attacks (IKE Aggressive Mode PSK Cracking, Downgrade)IPsec vs. TLS vs. WireGuard (When to Use Which)
DNSSEC – DNS Security ExtensionsDNS Vulnerabilities (Cache Poisoning, Kaminsky Attack, Spoofing)DNSSEC Fundamentals (RRSIG, DNSKEY, DS, NSEC/NSEC3)Chain of Trust (Root $ ightarrow$ TLD $ ightarrow$ Authoritative Zone)DNSSEC Validation (AD Bit, CD Bit, Authenticated Data)DNSSEC Signing (Zone Signing Key – ZSK, Key Signing Key – KSK)DNSSEC Rollover Procedures (KSK and ZSK Rotation)DNSSEC Deployment Challenges (Zone Size, Fragmentation, Firewall Issues)DANE (DNS-Based Authentication of Named Entities) – TLS without CAsTools (dig +dnssec, delv, ldns-verify-zone, Cloudflare DNSSEC)
WPA3 – Wi-Fi SecurityWPA2 Flaws (KRACK, Dictionary Attacks on PSK, PMKID Cracking)WPA3-Personal (SAE – Simultaneous Authentication of Equals)WPA3-Enterprise (192-bit Security Mode, EAP-TLS Mandatory)Opportunistic Wireless Encryption (OWE) – Open Wi-Fi PrivacyWPA3 Dragonfly Handshake (Derivation, Anti-Clogging Tokens)WPA3 Transition Mode (WPA2/WPA3 Mixed)Wi-Fi Enhanced Open (OWE) Use CasesWPA3 Attacks (Dragonblood Vulnerabilities, Downgrade Attacks)WPS Deprecation & Secure Configuration
OAuth – Open AuthorizationOAuth 2.0 Framework (Roles: Resource Owner, Client, Auth Server, Resource Server)OAuth 2.0 Grant Types (Auth Code, Implicit, Client Credentials, Password)OAuth Scopes (Fine-Grained Access Delegation)Access Tokens & JWT (Structure, Signing, and Validation)PKCE Implementation (Proof Key for Code Exchange)OAuth 2.0 Attacks (Redirect URI Manipulation, CSRF, Code Injection, Token Leakage)OAuth 2.0 Best Practices (Hardening and Operational Security)OAuth 2.1 (Simplified: Removed Implicit & Password Grants)
SAML – Security Assertion Markup LanguageSAML 2.0 Architecture (Identity Provider – IdP, Service Provider – SP)SAML Assertions (Authentication, Attribute, Authorization Decision)SAML Bindings (HTTP Redirect, HTTP POST, SOAP, Artifact)SAML Single Sign-On Flows (SP-Initiated vs. IdP-Initiated)SAML vs. OAuth vs. OpenID Connect (When to Use Each)SAML Signing & Encryption (XML Signature, XML Encryption)Common SAML Attacks (XML Signature Wrapping, XXE, Replay)SAML Security Best Practices (Production Hardening)
Enterprise Integration & Protocol SelectionChoosing the Right Protocol for the Job (VPN, SSO, API Auth, Wi-Fi)Protocol Stacking (TLS over IPsec, SSH over TLS – Why?)Compliance Drivers (PCI DSS, HIPAA, FedRAMP, NIST 800-63)Certificate & Key Lifecycle Management (PKI, Let's Encrypt, Vault)Legacy Protocol Deprecation (SSL, PPTP, WEP, WPA, TLS 1.0/1.1)
Real-World Protocol Exploits & MitigationsCase Study: Heartbleed (CVE-2014-0160) – TLS Memory LeakCase Study: KRACK (WPA2 Key Reinstallation Attack)Case Study: SAML XML Signature Wrapping (XSW)Case Study: OAuth Redirect URI Manipulation
Hands-On LabsLab: Generate & Validate TLS Certificates with OpenSSLLab: Test TLS Configurations Using testssl.sh & SSL LabsLab: Configure SSH Key-Based Auth & Disable PasswordsLab: Set Up a Site-to-Site IPsec VPN with StrongSwanLab: Sign a DNS Zone with DNSSEC & Validate with digLab: Capture & Analyze WPA3 Handshake (with Lab AP)Lab: Implement OAuth 2.0 Authorization Code Flow (Simulated)Lab: Build a SAML SSO Test Environment (SimpleSAMLphp)
security-protocols-standards / ssh-architecture

SSH Architecture (Transport, Authentication, Connection Layers)

#The Three Pillars of Remote Control#link

Following our deep dive into TLS, we encounter SSH. While TLS is designed to protect a stream of data between a client and a server, SSH is a full-featured application suite designed for secure remote login and command execution. It doesn't just encrypt the wire; it manages the entire lifecycle of a remote session.

The Transport Layer (RFC 4253)

The Transport Layer is the first to engage. Its primary goal is to establish a secure, encrypted channel. It handles key exchange (Kex), server authentication, and initializes the symmetric encryption and MAC algorithms that will protect all subsequent communication. If the Transport Layer fails, the connection is severed before the user even enters a password.

info

πŸ’‘ Unlike HTTPS, which usually terminates at a load balancer, SSH is almost always a direct end-to-end connection between the administrator's machine and the target server.

Analyzing the initial SSH handshake
root@vulnarex:~#ssh -v example.com

In the output above, you see the version string exchange and the 'kex' (key exchange) negotiation. This is where the client and server agree on the shared secret, utilizing the Diffie-Hellman principles we studied in Module 1.

The User Authentication Layer (RFC 4252)

Once the Transport Layer has encrypted the pipe, the Authentication Layer takes over. Its sole purpose is to prove the identity of the client to the server. This layer is modular; it can support passwords, public keys, keyboard-interactive prompts, or GSSAPI (Kerberos). Crucially, the authentication happens *inside* the encrypted tunnel, meaning passwords are never sent in cleartext.

callout

Security Note: Because authentication happens after encryption, a 'brute force' attack on SSH is not a matter of sniffing passwords, but of guessing them and sending them through the tunnel.

LayerMain GoalKey Protocols UsedFailure Result
TransportConfidentialityDiffie-Hellman, AES, HMACConnection Refused
AuthenticationIdentityRSA/Ed25519, PasswordPermission Denied
ConnectionFunctionalityTCP Channels, Shells, Port ForwardingSession Closed

The Connection Layer (RFC 4254)

The Connection Layer multiplexes the secure tunnel into several logical channels. This allows a single SSH connection to do multiple things at once: you can have an interactive shell open in one window, while simultaneously transferring a file via SFTP and forwarding a remote database port to your local machineβ€”all over one encrypted TCP connection.

  • β–ͺInteractive Shells
  • β–ͺRemote Command Execution
  • β–ͺX11 Forwarding
  • β–ͺTCP/IP Port Forwarding
STRICT SECURE AUDIT RULE

A common mistake is thinking that an SSH tunnel secures the application. If you tunnel an insecure app (like an old HTTP site), the data is encrypted *between* the SSH endpoints, but is still plaintext *inside* the server after the SSH daemon decrypts it.

quiz BLOCK (β˜… 50 XP)

At which layer of the SSH architecture is the shared symmetric key established?

Select your proof vectors above
challenge BLOCK (β˜… 100 XP)

Architecture Analysis

Select your proof vectors above

Verification Proof Checkpoint

Verify exercises to earn β˜… 130 XP and unlock next lab level.

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Checkpoints
The Three Pillars of Remote Control
Laboratory Sanity Code

Isolate active probes on matched virtual networks. Keep execution streams fully sandboxed.