Penetration Testing Services

Detect hidden vulnerabilities before attackers do, protect sensitive data with expert-led penetration testing.

Pinpoint weaknesses with comprehensive tests, clients see actionable results and prioritized fixes within days.

Meet compliance and audit needs, each test includes detailed documentation aligned with industry standards.

Reduce risk exposure, Charter’s 24/7 monitoring and continuous review ensure security gaps are swiftly closed.

Support insurance readiness, tests are mapped to 87 NIST CSF 2.0 subcategories to help lower premiums.

Work with knowledgeable, patient experts, clients report high-touch care and fast, clear communication.

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CTS Startup Support Pillars

Core

Everything you need to run IT day-to-day, without thinking about it.

End-user helpdesk support, remote and onsite. SaaS application support across Microsoft 365, Google Workspace, and core business tools.

Automated onboarding and offboarding with full identity and access management. Endpoint monitoring, OS patching, and device lifecycle support from procurement through replacement.

Network monitoring, firewall and Wi-Fi management, and managed server backups with offsite replication.

Cyber+

Everything needed to actively defend the business and satisfy insurance, customer, and investor expectations.

24/7 Security Operations Center with Managed Detection and Response.

Endpoint and cloud threat detection across Microsoft 365 and Google Workspace. DNS-based malware protection, advanced email phishing defense, and ongoing phishing simulations.

Security awareness training, centralized SIEM logging, and Incident Response Plan creation.

Advisory+

Strategic cyber risk management without hiring a full-time security leader.

Dedicated cybersecurity advisor with monthly posture review calls and annual risk assessments.

Ongoing risk tracking, vendor due diligence, and policy creation.

Audit and compliance support across ISO 27001, NIST, CMMC, and SOC 2, plus executive and board-level security reporting.

What Clients Say About Penetration Testing

Real feedback from leaders who trust Charter Technology Solutions to protect their organizations

Our Clients

Detailed Penetration Testing Services for Complete Risk Visibility

Targeted security validation and actionable improvement

External Penetration Test
External Penetration Testing

Charter’s External Penetration Testing service simulates real-world cyberattacks on your network perimeter. By emulating the tactics of malicious actors, this test uncovers vulnerabilities in internet-facing systems, web applications, and cloud assets. Deliverables include a detailed findings report, prioritized remediation steps, and recommendations for strengthening your defenses. Clients benefit from a transparent process that supports compliance and makes risk reduction actionable and measurable.

Internal Penetration Test
Internal Penetration Testing

Internal Penetration Testing evaluates the risks posed by threats inside your organization, such as compromised user accounts or exposed network shares. Charter’s team systematically tests internal controls, privilege escalation paths, and lateral movement opportunities. You receive a full breakdown of internal weaknesses, practical remediation guidance, and documentation that supports both operational improvements and regulatory requirements.

Web App Penetration Test
Web Application Testing

Web Application Penetration Testing focuses on identifying vulnerabilities specific to your custom or third-party web apps. This includes common issues like injection flaws, broken authentication, and insecure configurations. Charter’s experts deliver comprehensive reports that are easy to understand and map directly to remediation actions. Testing is tailored to your environment to ensure meaningful, actionable insights.

Social Engineering Test
Social Engineering Assessments

Social Engineering Testing helps you assess user awareness and the effectiveness of security training. Charter executes simulated phishing, pretexting, or other targeted campaigns in a safe, controlled manner. Results are delivered in clear reports, highlighting both strengths and areas for improvement, along with recommendations for ongoing user education and policy refinement.

Remediation Support
Remediation and Guidance

Remediation Support goes beyond simply identifying gaps, Charter’s team partners with you to close them. Services include post-test consultations, technical guidance, and verification testing to confirm vulnerabilities are fixed. This hands-on approach helps you achieve lasting security improvements and ensures findings do not become recurring issues.

Audit Documentation
Compliance Documentation

Compliance and Audit Documentation is included with every penetration test. Charter delivers clear, organized reports mapped to frameworks like NIST CSF, supporting insurance requirements and regulatory needs. The documentation equips your leadership, IT team, and auditors with the information they need, making compliance less stressful and reducing the risk of coverage gaps or failed audits.

Results That Prove Your Security Posture

6,000
Businesses Trusting for IT Services
15+ Years
Experience with K-12 IT Services
9+ Years
In E-Rate Program
Team analyzing data on a screen, highlighting the importance of Penetration Testing Services in identifying security vulnerab

Uncover and Remediate Security Gaps Before They're Exploited

Charter’s Penetration Testing Services provide real-world attack simulations to uncover vulnerabilities before they become threats. Each engagement delivers a clear, prioritized report tailored to your business and compliance goals. Expert guidance helps you address findings quickly, while detailed documentation supports both internal security reviews and external audits. Clients benefit from measurable, ongoing risk reduction and a partner who is invested in your long-term protection.

Request a Penetration Testing Quote Today

Get detailed insights into vulnerabilities and take action before threats become incidents.

Frequently Asked Questions

What does a typical penetration test include for my organization?

A typical penetration test covers your network, web applications, cloud environments, and user endpoints. You receive a detailed report outlining vulnerabilities, prioritized risks, and actionable recommendations. The process also includes a review session to explain findings and help you plan next steps, so you can address weaknesses before they are exploited.

What are the main benefits of Penetration Testing Services?

Penetration Testing Services help you identify hidden threats before attackers do, reducing the risk of data breaches and costly downtime. You gain a clear understanding of your current security posture, meet insurance or compliance requirements, and get practical steps to strengthen defenses. This proactive approach can also improve trust with stakeholders and regulators.

How does the penetration testing process work from start to finish?

The process begins with a planning session to set scope and goals. Testing is performed using real-world attack methods, followed by a comprehensive analysis of findings. You receive a report with clear recommendations and a debrief meeting to address questions and create an action plan. The approach is designed to minimize disruption to your daily operations.

How long do Penetration Testing Services take and what should I expect to pay?

Most penetration tests are completed within two to four weeks, depending on the size and complexity of your environment. Pricing is based on scope, factors include number of systems, applications, and depth of testing. You receive a detailed proposal upfront, so there are no surprises or hidden fees throughout the engagement.

Why should I choose your team for penetration testing over other providers?

You get access to a team with over 15 years of proven experience, skilled staff who understand complex environments, and a clear, documented process that ensures reliable results. Strategic advisory support is included to help you prioritize improvements and align testing with your business goals, something most providers do not offer.

Actionable Results That Strengthen Your Security Program

  • Thorough vulnerability assessment: Simulates attacker tactics to reveal real-world risks.
  • Prioritized findings and recommendations: Reports are clear, actionable, and mapped to compliance frameworks.
  • Expert remediation support: Includes ongoing guidance to help close gaps and prevent recurrence.
  • Continuous review and policy alignment: Testing is part of a broader, strategic cybersecurity approach with quarterly reviews.
  • Support for audit and insurance readiness: All documentation is designed to help meet insurance and regulatory needs.
Actionable results from our Penetration Testing Services enhance your security program's effectiveness and resilience.
Team conducting a security assessment, showcasing our Penetration Testing Services for real-world validation.

Build Confidence with Real-World Security Validation

Penetration testing is about more than just finding issues, it’s about building resilience. Charter’s team draws on years of project management and technical delivery experience, ensuring each test is practical, efficient, and stress-free for your staff. You gain clarity into your risk posture and the confidence that comes from working with a partner who truly cares about your outcomes.