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LinuxCBT Sendmail Edition, a component of LinuxCBT Mail Edition, focuses on the leading Linux/UNIX Mail Transfer Agents (MTAs); Sendmail v8.

Linux/UNIX systems are responsible for moving the overwhelming majority of electronic mail across private and public networks. Sendmail is the most widely-deployed MTA across Linux/UNIX systems. Consequently, savvy Systems Admins. are expected to have a solid foundation in Sendmail and ancillary components for general and automated mail-based applications.

Let LinuxCBT SendMail Edition help to solidify your understanding of the Sendmail MTA and ancillary components.

Recommended Prerequisites:

  • Familiarity with electronic mail concepts (MUA/MTA/etc.)
  • Access to a GNU/Linux-based PC to install the MTAs and ancillary components used

LinuxCBT Sendmail v8 Edition - Disc 1

  • Sendmail - Installation
    • Network & systems architecture review
    • Download current Sendmail v8.x.x source files
    • Import PGP-compatbile public keys
    • Verify source archive against imported public keys
    • Discuss required applications
    • Install GNU C Compiler (GCC) and ancillary applications
    • Backup existing Postfix implementation and prepare for Sendmail installation
    • Explore Sendmail source tree - identify key components
    • Configure & compile Sendmail
    • Discuss M4 & CF configuration files (sendmail.{mc,cf}, submit.{mc,cf})
    • Discuss default Sendmail operating modes - MSP & MTA
    • Prepare default Mail Submission Program (MSP) configuration based on MC
    • Prepare default Mail Transfer Agent (MTA) configuration based on MC
    • Install Berkeley DB libraries for hashed lookups
    • Complete installation
    • Explore post-installation Sendmail environment
  • Sendmail - Mail Submission Program (MSP) mode
    • Discuss local injection of messages
    • Explain required Sendmail MSP shell arguments for queue-runner mode
    • Start Sendmail in MSP mode
    • Verify Operating System (OS) results using BASH exit status
    • Verify monitored queue in MSP mode
    • Examine resultant Sendmail MSP Process Identification (PID) file creation
    • Kill running instance of Sendmail in MSP mode
    • Invoke Sendmail queue-runner mode
    • Inject test messages into the local queue
    • Examine the queue files generated by Sendmail MSP
    • Examine Syslog configuration using GREP
    • Discuss Sendmail logging
    • Identify Sendmail log files
    • Examine specific Sendmail log entries using GREP
  • Sendmail - Mail Transfer Agent (MTA) mode
    • Discuss Sendmail's separation of duties; MSP/MTA
    • Explain required shell arguments for Sendmail MTA mode
    • Invoke Sendmail in MTA mode running as a daemon
    • Confirm Sendmail running in MTA mode
    • Force delivery of locally-injected messages
    • Confirm delivery of queued messages
  • Sendmail - Local Mail
    • Discuss Sendmail's local delivery mechanism
    • Explore & discuss legacy /var/spool/mail directory
    • Identify user mbox files
    • Discuss mbox permissions
    • Illustrate local mail injection flow
    • Use mutt MUA to retrieve locally delivered mail
    • Use mutt to reply to envelope sender by local injection using MSP
    • Identify local mailer (procmail) used by Sendmail MTA
    • Invoke Sendmail in verbose mode
    • Attempt delivery to valid and invalid users & examine output
    • Explain Sendmail verbose-mode transcript (local vs. remote)
  • Sendmail - Logs
    • Discuss Syslog semantics (facilities & levels)
    • Discuss log rotation
    • Examine logs & discuss entries
    • Parse logs for interesting entries
    • Identify sourced messages
    • Discuss record types (receipt vs. delivery attempt(s))
    • Follow the message trail based on queue ID
    • Explain Sendmail fields
    • Identify PID related to various delivery attempts
    • Identify total delivery time and transfer time
  • Sendmail - Aliases
    • Discuss aliases applications
    • Identify aliases database
    • Explain Sendmail's aliases expansion logic
    • Discuss the default aliases - (mailer-daemon, postmaster, etc.)
    • Test delivery to defined aliases
    • Define additional aliases
    • Rebuild aliases database using newaliases to route messages accordingly
    • Verify deliverablility of aliases database entries
    • Test delivery of messages to newly-defined aliases
    • Examine Sendmail logs to view transcript of delivery to aliased user
    • Explain the different types of supported Sendmail aliases
    • Define lists using aliases - one-to-many mappings
    • Test delivery to lists
    • Define alias to deliver messages to mbox-compliant file
    • Debug I/O errors related to Sendmail's attempt to write to mbox-compliant file
    • Implement lists using file system includes
    • Define piped aliases to redirect messages to the input stream of other applications
    • Implement Sendmail's per-user .forward file for user-based message routing
    • Setup aliases using pipes to the vacation program to enable auto-response
  • Sendmail - Simple Mail Transfer Protocol (SMTP) Mail
    • Discuss SMTP prerequisites
    • Examine local name resolution configuration
    • Confirm resolution of remote Sendmail server
    • Identify available remote recipients
    • Compose and deliver message to remote recipient
    • Confirm receipt
    • Reveal returned message headers using mutt MUA
    • Disable message forwarding on remote host
    • Confirm receipt of smtp-based messages
    • Explain Sendmail's name resolution logic during delivery attempt
    • Emulate Sendmail's name resolution logic to illustrate logic
    • Demonstrate Sendmail delivering messages based on static HOSTS resolution
    • Disable static name resolution for remote host
    • Debug message delivery errors related to invalid name resolution
    • Create DNS entry for remote server on primary DNS server
    • Confirm DNS resolution using system tools
    • Confirm mail delivery based on DNS resolution
  • Sendmail - Mail Exchange (MX) based messaging
    • Explain Sendmail's name resolution logic
    • Use system tools to determine MX handler
    • Attempt delivery to undefined MX handler
    • Update DNS configuration to include MXA records for second-level domain
    • Attempt delivery to defined MX handler
    • Confirm delivery based on MX resolution via logs and MUA
    • Explain MX distances (priority) field
    • Define additional MX host for second-level domain in DNS zone
    • Test delivery to backup MX host for failover
  • Sendmail - m4 Configuration Technique
    • Discuss Sendmail.cf
    • Explain advantages of using m4
    • Identify m4 templates in Sendmail source tree
    • Explain m4 templates hierarchy
    • Describe the structure of standard Sendmail m4-compliant files
    • Use m4 to generate new Sendmail.cf file
    • Increase logging verbosity
    • Reload current instance of Sendmail and examine output
    • Restrict the number of recipients
    • Restrict the size of each message
    • Use m4 to generate and test new configuration features
  • Sendmail - Masquerading
    • Discuss masquerading features and applications
    • Explore default Sendmail masquerading configuration using MUA
    • Alter Fully Qualified Domain Name (FQDN) of outbound messages using masquerading
    • Regenerate Sendmail.cf using m4 technique
    • Configure system to receive messages for new FQDN defined using masquerading
    • Alter message envelope using masquerading feature
    • Add Windows 2003 Host to DNS configuration & confirm resolution
    • Masquerade outbound domain to reflect second-level domain
  • Sendmail - Relay Control
    • Discuss Sendmail's default relay rules
    • Configure promiscuous relay & test consequences
    • Relay mail to Internet-based host and confirm delivery using SSH
    • Restrict relaying by defining relay domains
    • Define & test file-based relay domains to permit hosts & subnets to relay
    • Recompile Sendmail.mc using m4 technique
    • Examine relaying with unresolvable domains
    • Confirm relay to Internet-based host using relay domains and Windows 2003 Host
    • Discuss benefits of using access db
    • Define mc directives for access db invocation
    • Create access db file using makemap
    • Explore access db directives
    • Discuss mailertable feature
    • Define mailertable with forced SMTP routes
    • Simulate DMZ-based MTA-front-end relaying messages to corporate back-end MTA
    • Test results
    • Confirm SMTP Auth pre-requisites
    • Configure SMTP Auth support
    • Recompile Sendmail to support SMTP Auth
    • Test relaying from Outlook Express on Windows 2003 Host
  • Sendmail - Smart Host Configuration
    • Discuss Smart Host applications
    • Configure Sendmail to use remote server as a Smart Host
    • Rebuild configuration files
    • Test local mail routing
    • Test smart host routing
  • Sendmail - Null Client Configuration
    • Discuss Null Client applications
    • Undefine Smart Host configuration
    • Configure Sendmail as a null client
    • Test mail routing as a null client
    • Confirm forced SMTP route
  • Sendmail - Virtual Domains
    • Explain applications
    • Define basic-global virtual domains applied to all mailboxes
    • Update DNS configuration to route messages to appropriate Virtual Domain server
    • Confirm delivery of messages to users at virtual domain
    • Add new DNS zone for additional domain to route traffic accordingly
    • Discuss virtual user tables applications
    • Updated Sendmail.cf to include virtual user tables support
    • Define virtual user domains hash
    • Define virtual user maps
    • Test delivery to various users at various domains
    • Define and test a catchall address for a virtual domain
    • Rebuild virtual user maps using makemap
    • Relay virtual domains to remote recipients
  • Sendmail - Malware Framework
    • Discuss Malware Framework (MailScanner/ClamAV/SpamAssAssin)
    • Dowload MailScanner
    • Download Clam Anti-Virus (ClamAV)
    • Download SpamAssAssin
    • Clam Anti-Virus (ClamAV)
      • Install requisite ClamAV components
      • Compile & install ClamAV
      • Identify key ClamAV binaries
      • Update ClamAV configuration files for basic operation
      • Update ClamAV definitions
      • Invoke ClamAV as a daemon
    • SpamAssAssin Installation
      • Identify requisite SpamAssAssin components
      • Compile & install SpamAssAssin
      • Invoke SpamAssAssin as a daemon
    • MailScanner Implementation
      • Compile & install MailScanner
      • Identify MailScanner-related directories
      • Explore MailScanner's primary configuration
      • Enable ClamAV & SpamAssAssin support
      • Alter Sendmail queue configuration to support MailScanner
      • Restart Sendmail
      • Start MailScanner
      • Test message delivery through malware framework
      • Test sample Spam through malware framework
      • Test sample Virus-laden file through malware framework
  • top






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