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Pivoting over WiFi: PEAP Relay

wifi-security-enterprise-networks-pivoting | Level: Easy  | Total Lab Runs: 0 | Premium Lab

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Your Red Team is hired by Global Central Bank to test the security of their HQ. You are given the responsibility of assessing their WiFi network. The WiFi network might lead to the machines on their private LAN. Everything else is off-limits.

The network settings enforce the user to use PEAP-MSCHAPv2 with very strong passwords. Hence, a successful MSCHAPv2 cracking attack is not feasible. However, one can use the PEAP relay attack to connect to the network.

Objective: Break into the WiFi network and recover the flag kept in the e-mail account of the user!


  • Aircrack-ng suite, hostapd-mana, wpa_sycophant and hydra are installed on the machine
  • Three dual-band monitor mode capable WiFi interfaces are present on the user machine.
  • Only TCP and UDP traffic can pass through WiFi AP, hence ping won't work.
  • SSH password of WiFi AP is strong and random. Hence, won't be susceptible to a dictionary attack.
  • A mail server is present on the LAN.
  • Password dictionary to use: /root/wordlists/100-common-passwords.txt
  • hostapd-mana can be invoked by using 'hostapd-mana' command
  • wpa_sycophant can be invoked by using /root/wpa_sycophant/ script

1. Flag

The following activities are strictly prohibited on this website unless otherwise explicitly stated as allowed in the mission statement:

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  • Using brute force attacks
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  • Attacking the lab infrastructure

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