Prompt Shields logoPrompt Shields

AI Red Teaming

Automated agentic AI stress testing for your guardrails

Prompt Shields automates adversarial testing using AI agents built on Azure AI Foundry to systematically break your guardrails before attackers do.

We simulate sophisticated attack patterns across prompts, agents, tools, and data access paths with intelligent adaptation and persistence.

Automated testing • Adversarial agents • Pre-production validation

1000+

attack patterns tested

4x

critical vulnerabilities found

99.9%

guardrail effectiveness tested

100%

results validated & actionable

Why AI Red Teaming

Benefits of automated agentic stress testing

Systematic, intelligent adversarial testing that goes beyond manual efforts to validate guardrail robustness.

Automated Scale

AI agents run thousands of adversarial tests automatically, far exceeding manual testing capacity.

  • Parallel multi-agent testing
  • 24/7 continuous testing
  • Comprehensive coverage

Intelligent Adaptation

Agents learn and adapt attack strategies based on system responses, discovering compound vulnerabilities.

  • Response-aware pivoting
  • Multi-step attack chains
  • Emergent pattern discovery

Pre-Production Assurance

Validate guardrail effectiveness before production deployment, eliminating critical security gaps.

  • Structured validation
  • Risk quantification
  • Compliance alignment

Testing Focus Areas

What we systematically test

Our agents target AI-specific failure modes that traditional security testing does not cover.

Large Language Models and Copilots

  • Prompt injection and instruction override
  • Jailbreak attempts and policy bypass
  • Data extraction through indirect prompts
  • Hallucination and misleading output risks

Agentic AI workflows

  • Agent tool misuse and exploitation
  • Over-privileged access paths
  • Unsafe chaining between agents
  • Unintended data aggregation across sources

Retrieval-Augmented Generation (RAG)

  • Sensitive data exposure via context windows
  • Role confusion and access control failures
  • Poisoned or manipulated retrieval sources

Our Approach

How automated agentic red teaming works

1

Deploy Adversarial Agents

Launch intelligent agents that generate and adapt adversarial prompts based on system responses.

  • Multi-model agent orchestration
  • Continuous adaptation strategies
  • Targeted guardrail bypass attempts
2

Monitor & Capture Results

Record all agent interactions, guardrail triggers, and system behaviors for comprehensive analysis.

  • Full interaction logging
  • Guardrail effectiveness tracking
  • Anomaly detection
3

Validate & Deliver

Human specialists verify findings and deliver actionable recommendations with remediation paths.

  • Expert verification & analysis
  • Business impact assessment
  • Remediation guidance

Technology Stack

Built on Azure AI Foundry

Enterprise-grade infrastructure for automated AI security testing.

Azure-native agents

  • Azure OpenAI model integration
  • Azure AI Agent Service orchestration
  • Multi-model agentic testing
  • Enterprise isolation & control

Enterprise security

  • Zero customer data outside agreed boundaries
  • Complete test/production separation
  • Microsoft security & compliance alignment
  • Audit-ready logging and reporting

Deliverables

What you receive

Actionable outcomes designed for security teams and board-level reporting.

Comprehensive Finding Reports

Detailed documentation with reproduction steps, business impact, and severity assessment.

PDF & interactive formats

Risk Prioritization Matrix

Severity scoring mapped to your risk framework and business context.

CVSS-aligned scoring

Remediation Roadmap

Prioritized action items with implementation guidance and effort estimates.

Actionable recommendations

Retest Engagement

Follow-up testing to validate that remediation efforts have closed identified gaps.

Continuous improvement

Use Cases

When to run red team engagements

Pre-Launch Validation

Before deploying customer-facing or high-stakes AI systems

Agentic Workflow Launch

When introducing new agentic patterns or tool integrations

Copilot Deployments

During internal Copilot rollouts or Microsoft AI integrations

Post-Update Validation

After guardrail changes, model updates, or policy revisions

Regulatory Compliance

For AI governance, compliance, and audit requirements

Architecture Changes

When modifying RAG, data access, or system architecture

Integrated Approach

Red teaming feeds the defence loop

Red team findings drive continuous improvement in your guardrails and defences.

Test findings are immediately actionable for:

Guardrail tuning

Strengthen policies based on bypasses discovered

Control refinement

Deploy additional controls or constraints

Governance tracking

Monitor improvement via continuous retesting

This creates a virtuous attack-defence cycle that continuously strengthens your AI security posture.

Complementary Approaches

How red teaming complements exploratory testing

AI Red Teaming

Automated, goal-oriented adversarial testing to validate guardrails before production.

  • Point-in-time guardrail validation
  • Structured attack scenarios
  • Pre-deployment assurance
Start Red Teaming

Exploratory Testing

Continuous discovery-focused testing for ongoing production monitoring.

  • Continuous coverage
  • Adaptive discovery approach
  • Post-deployment monitoring
Learn about Exploratory Testing

Best results combine both approaches

Red teaming validates guardrails before launch, exploratory testing discovers emerging risks in production.

Stress-test your AI guardrails

Discover how your guardrails hold up under systematic adversarial pressure before attackers do.