Penetration Testing

Find Your Vulnerabilities Before Attackers Do.

Sidechain Security delivers penetration testing in-house as scoped engagements. We simulate real attacker behavior to identify exploitable vulnerabilities before adversaries do. Every engagement is performed by our internal team — never outsourced to a third party.

Request a Scoping Call

Clear Findings. Actionable Reporting.

Findings Report

Detailed technical findings with CVSS scoring, proof-of-concept evidence, and screenshots.

Executive Summary

Non-technical summary suitable for leadership and board reporting.

Remediation Plan

Actionable fix list ordered by risk severity and effort.

Retest Window

Validation retest of remediated findings included in every engagement.

Debrief Call

Live walkthrough of findings with your technical and leadership teams.

Comprehensive Coverage Across Your Attack Surface.

Network Penetration Testing

External and internal network testing scoped per IP or IP range. We identify misconfigurations, exposed services, and exploitable vulnerabilities across your network infrastructure.

Web Application Testing

Per-application testing of your web apps — unauthenticated and authenticated. We test for OWASP Top 10, business logic flaws, session management issues, and more.

API Security Testing

Dedicated testing of REST and GraphQL API surfaces, independent of any front-end UI. We validate authentication, authorization, input handling, and data exposure.

Authenticated & Privilege Escalation

Testing with valid user credentials to evaluate role-based access controls, privilege escalation vectors, and session handling across multi-tenant environments.

AI Red Teaming & LLM Security Testing.

AI systems introduce a new attack surface. We test your models, chatbots, agents, and tool integrations for vulnerabilities that traditional pen testing doesn't cover.

Prompt Injection & Jailbreaking

We test whether your AI can be manipulated into bypassing its guardrails, ignoring system instructions, or producing harmful output through crafted inputs.

Data Exfiltration & Leakage

We probe for ways an attacker could extract training data, system prompts, PII, or sensitive context from your AI through direct and indirect techniques.

Tool & Integration Testing

If your AI has access to APIs, databases, or internal tools, we test whether those integrations can be abused to perform unauthorized actions or access restricted data.

Model & Agent Assessment

We evaluate the security posture of your AI deployment — whether it's a customer-facing chatbot, an internal copilot, an autonomous agent, or a fine-tuned model.

Scope-Driven Pricing. No Surprises.

Our pricing is scope-driven, not arbitrary. The cost of an engagement is determined by the number and complexity of targets being tested. You control cost by defining scope, and we provide transparent pricing for each component.

Configuration A

External Network Only

$

All internet-facing IPs within a defined range. Standard external pen test methodology.

Best for: Compliance-driven annual test, limited budget, infrastructure-focused risk.

Configuration B

Network + Web App

$$

External network test + pen test of one primary web application without credentials.

Best for: Organizations with a main customer-facing app and standard infrastructure.

Configuration C

Network + Auth Web App

$$$

External network test + authenticated web app test of one application, including privilege escalation and role-based access testing.

Best for: Apps with user logins, sensitive data handling, or multi-role access.

Configuration D

Comprehensive

$$$$

External network test + authenticated testing across multiple web applications and/or API surfaces. Scope determined during scoping call.

Best for: Complex environments with multiple distinct applications or API surfaces.

Each component is priced independently. You can combine components to match your environment and compliance needs, or start with a focused engagement and expand over time.

From Scoping Call to Remediation.

Scoping Call

We review your environment, select a configuration, and define the target list together.

Statement of Work

Formal scope, timeline, rules of engagement, and pricing delivered for your review.

Testing Window

Active testing conducted within an agreed window, with communication throughout.

Reporting & Debrief

Findings report, executive summary, and live debrief delivered within 5 business days of test completion.

Retest

Validation retest of remediated findings included in every engagement.

Testing That Satisfies Your Framework Requirements.

Penetration testing is required or recommended by a number of compliance frameworks and is increasingly expected by cyber insurance carriers. Our testing methodology and reporting are designed to satisfy these requirements.

PCI-DSS

Requirement 11.4 — external and internal penetration testing

HIPAA

Security Rule risk analysis and technical safeguard validation

SOC 2

Trust Services Criteria — vulnerability management and monitoring

NY-DFS

500.05 — penetration testing requirements for covered entities

CYBER INS.

Many carriers require or incentivize annual penetration testing

NIST CSF

Identify and Protect functions — validates controls through simulated attack

Trusted by Security-Conscious Organizations.

Sidechain's pen test uncovered three critical vulnerabilities our previous vendor missed entirely. The remediation plan was clear, prioritized, and our team had everything fixed within two weeks.
Melissa R. — CIO Healthcare
We needed a pen test to satisfy our cyber insurance renewal. Sidechain scoped it, executed it, and delivered the report in under three weeks. Our carrier accepted it without question.
David K. — CISO Financial Services
What set Sidechain apart was the debrief. They didn't just hand us a PDF — they walked our engineering team through every finding and helped us understand the real-world impact.
Tieho B. — VP Technology SaaS / Technology

Request a
Penetration Test.

Whether you need an annual pen test for compliance, want to validate your security posture before a product launch, or need to satisfy a cyber insurance requirement, we'd like to hear from you. We respond within one business day.

  • Free scoping call — we'll help you pick the right configuration.
  • Statement of work delivered within 48 hours of scoping.
  • Retest of remediated findings included in every engagement.
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