Advanced techniques for bypassing LLM safety filters, instruction tuning, and system prompt restrictions using specialized linguistic constructs, hypothetical scenarios, and persona adoption.
Scanned 9/12/2026
Install to Claude Code
npx -y skills add ShulkwiSEC/bb-huge --skill ai-jailbreak-system-prompts --agent claude-codeInstalls into .claude/skills of the current project.
Are you the author of Ai Jailbreak System Prompts?
Add the live security badge to your README — it updates automatically with every re-scan.
[](https://www.skillsdirectory.com/skills/shulkwisec-ai-jailbreak-system-prompts)More formats (shields.io, HTML) on the badges page.
---
name: ai-jailbreak-system-prompts
description: >
Advanced techniques for bypassing LLM safety filters, instruction tuning, and system prompt
restrictions using specialized linguistic constructs, hypothetical scenarios, and persona adoption.
domain: cybersecurity
subdomain: ai-red-teaming
category: Prompt Engineering
difficulty: advanced
estimated_time: "2 hours"
mitre_atlas:
tactics: [AML.TA0001]
techniques: [AML.T0043, AML.T0051]
mitre_attack:
tactics: [TA0009]
techniques: [T1592]
platforms: [ai, web]
tags: [ai, jailbreak, prompt-engineering, llm, safety-bypasses, red-teaming]
tools: [chat-interfaces, burp-suite, custom-scripts]
version: "1.0"
author: CyberSkills-Elite
license: Apache-2.0
---
# AI Jailbreaking & System Prompt Bypasses
## When to Use
- When conducting security assessments of Large Language Models (LLMs) integrated into chatbots, virtual assistants, or backend AI data processing pipelines.
- To demonstrate how instruction-tuned models can be forced into producing harmful, unethical, or restricted outputs by carefully crafting adversarial prompts.
## Prerequisites
- Access to target AI/ML system or local model deployment for testing
- Python 3.9+ with relevant ML libraries (transformers, torch, openai)
- Understanding of LLM architecture and prompt processing pipelines
- Authorized scope and rules of engagement for AI red team testing
## Workflow
### Phase 1: Understanding Target Model Constraints
```text
# Concept: LLM safety filters ```
### Phase 2: Persona Adoption Attacks
```text
# ```
### Phase 3: Developer Mode & Fictional Scenarios
```text
# ```
### Phase 4: Payload Encoding & Obfuscation
```text
# ```
#### Decision Point 🔀
```mermaid
flowchart TD
A[Craft Prompt ] --> B{Bypass Successful ]}
B -->|Yes| C[Capture Output ]
B -->|No| D[Refine Approach ]
C --> E[Test Edge Cases ]
```
## 🔵 Blue Team Detection & Defense
- **Filter Ensembling**: **Context Monitoring**: Key Concepts
| Concept | Description |
|---------|-------------|
## Output Format
```
Ai Jailbreak System Prompts — Assessment Report
============================================================
Target: [Target identifier]
Assessor: [Operator name]
Date: [Assessment date]
Scope: [Authorized scope]
MITRE ATT&CK: [Relevant technique IDs]
Findings Summary:
[Finding 1]: [Severity] — [Brief description]
[Finding 2]: [Severity] — [Brief description]
Detailed Results:
Phase 1: [Phase name]
- Result: [Outcome]
- Evidence: [Screenshot/log reference]
- Impact: [Business impact assessment]
Phase 2: [Phase name]
- Result: [Outcome]
- Evidence: [Screenshot/log reference]
- Impact: [Business impact assessment]
Risk Rating: [Critical/High/Medium/Low/Informational]
Recommendations:
1. [Immediate remediation step]
2. [Long-term hardening measure]
3. [Monitoring/detection improvement]
```
## 📚 Shared Resources
> For cross-cutting methodology applicable to all vulnerability classes, see:
> - [`_shared/references/elite-chaining-strategy.md`](../_shared/references/elite-chaining-strategy.md) — Exploit chaining methodology and high-payout chain patterns
> - [`_shared/references/elite-report-writing.md`](../_shared/references/elite-report-writing.md) — HackerOne-optimized report writing, CWE quick reference
> - [`_shared/references/real-world-bounties.md`](../_shared/references/real-world-bounties.md) — Verified disclosed bounties by vulnerability class
## References
- OWASP: [LLM Top 10 - Prompt Injection](https://owasp.org/www-project-machine-learning-security-top-10/)
- Anthropic: [Red Teaming Language Models](https://www.anthropic.com/index/red-teaming-language-models)
Is this your skill, or is something wrong with this listing? Request removal or report an issue. Author removals are honored within 72 hours.
No comments yet. Be the first to comment!