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CPENT Practice Question: Privilege Escalation Lateral Movement And Post Exploitation

You have successfully compromised a Linux server and need to exfiltrate data. The network perimeter firewall blocks all outbound traffic except over port 443. Which tool would you use to create an encrypted tunnel for data exfiltration?

Answer choices

Why each option matters

Answer the question above first, then reveal the full breakdown to understand why each option is right or wrong.

Correct answer & explanation

Chisel to establish a tunnel over HTTP.

Chisel is a fast TCP/UDP tunnel over HTTP that is ideal for bypassing firewalls by masquerading traffic as web requests.

Answer analysis

Option-by-option breakdown

For each option: why learners choose it and why it is or isn't the right answer here.

  • ftp to a remote server.

    Why it's wrong here

    FTP is insecure and generally blocked by outbound firewall policies.

  • Chisel to establish a tunnel over HTTP.

    Why this is correct

    Chisel encapsulates traffic within HTTP/S requests, bypassing most restrictive firewalls.

  • scp using a custom port.

    Why it's wrong here

    If the firewall blocks all ports except 443, scp will fail unless explicitly routed.

  • netcat with a simple pipe.

    Why it's wrong here

    Netcat traffic is unencrypted and easily flagged by IDSs.

About these practice questions

One of 276 original CPENT practice questions on Courseiva, each with a full explanation and wrong-answer analysis — not exam dumps or protected exam content. Learn why practice questions differ from exam dumps →

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JA

Written and reviewed by Johnson Ajibi, MSc IT Security

Senior Network & Security Engineer · founder of Courseiva

Last reviewed August 2026 · checked against the official EC-Council exam blueprint

This CPENT practice question is part of Courseiva's free EC-Council certification practice question bank. Courseiva provides original exam-style practice questions with explanations, topic-based practice, mock exams, readiness tracking, and study analytics to help learners prepare for the CPENT exam.