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PT0-002 · Question #157

A penetration tester is able to capture the NTLM challenge-response traffic between a client and a server. Which of the following can be done with the pcap to gain access to the server?

The correct answer is B. Replay the captured traffic to the server to recreate the session. By capturing NTLM challenge-response traffic, a penetration tester can perform a replay attack by sending this captured authentication exchange back to the server. This technique allows the attacker to impersonate the legitimate client and potentially recreate an authenticated…

Attacks and Exploits

Question

A penetration tester is able to capture the NTLM challenge-response traffic between a client and a server. Which of the following can be done with the pcap to gain access to the server?

Options

  • APerform vertical privilege escalation.
  • BReplay the captured traffic to the server to recreate the session.
  • CUse John the Ripper to crack the password.
  • DUtilize a pass-the-hash attack.

How the community answered

(22 responses)
  • A
    18% (4)
  • B
    73% (16)
  • C
    5% (1)
  • D
    5% (1)

Why each option

By capturing NTLM challenge-response traffic, a penetration tester can perform a replay attack by sending this captured authentication exchange back to the server. This technique allows the attacker to impersonate the legitimate client and potentially recreate an authenticated session without needing to crack the password hash.

APerform vertical privilege escalation.

Vertical privilege escalation refers to gaining higher privileges *after* initial access, not the method of gaining initial access from captured NTLM traffic.

BReplay the captured traffic to the server to recreate the session.Correct

NTLM challenge-response traffic is vulnerable to replay attacks. By capturing the legitimate challenge and response, a penetration tester can re-send this exact sequence to the server, which, in certain configurations or older implementations, may authenticate the attacker without requiring knowledge of the actual password hash. This allows the attacker to recreate the session and gain access.

CUse John the Ripper to crack the password.

While NTLM hashes *can* be cracked offline with tools like John the Ripper, the question asks what can be done *with the pcap* to gain access to the server directly, and a replay attack uses the captured challenge-response data without needing to crack the password.

DUtilize a pass-the-hash attack.

A pass-the-hash attack involves using a captured NTLM hash (the user's password hash) directly for authentication, not the entire challenge-response *traffic*. Replaying the *traffic* is distinct from passing the hash.

Concept tested: NTLM replay attacks

Source: https://learn.microsoft.com/en-us/windows-server/security/credentials-protection-and-management/configuring-ntlm-auditing

Topics

#NTLM attacks#Replay attacks#Authentication bypass#Packet analysis

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