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pentesting-email.md

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Pentesting Email

SMTP Port 25 default

SMTP User Enum

smtp-user-enum -M VRFY -U /usr/share/wordlists/dirb/common.txt -t [target ip]
  • -M -> Sets the mode, the options are: EXPN, VRFY, RCPT (default VRFY)
  • -u -> Check if a remote exists on a system
  • -U -> File of usernames to check via smtp service
  • -t -> Server host running the smtp service
  • Examples:
smtp-user-enum -M VRFY -U users.txt -t 10.0.0.1
smtp-user-enum -M EXPN -u admin1 -t 10.0.0.1
smtp-user-enum -M RCPT -U users.txt -T mail-server-ips.txt
smtp-user-enum -M EXPN -D example.com -U users.txt -t 10.0.0.1

POP3 Port 110 default

  • Connect to the targets pop3 port
telnet 10.10.10.10 110
user <username>
pass <password>
list #see emails 
retr 1 #retrieve email 1
retr 2 #retrive email 2 
  • alt text
  • Command to retrieve emails:
RETR 1
RETR 2