Penetration Testing Services

Think your business is too small to be hacked? Think again. Cybercriminals are increasingly targeting small and mid-sized businesses because they know defenses are often weak. Our penetration testing services simulate real-world attacks on your network, applications, and systems — showing you exactly how a hacker could get in, what they could access, and how to stop them before they do.

What is penetration testing?

Penetration testing (or “pen testing”) is a simulated cyberattack performed by security professionals. We act like real hackers — probing your systems, testing your defenses, and uncovering hidden vulnerabilities. The goal? To help you fix the cracks before someone else exploits them.



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Who penetration testing is for

Penetration testing is essential for businesses that handle sensitive data, need to comply with vendor or client security requirements, or are seeking cyber liability insurance. It’s also critical for any organization that cannot afford the risks of downtime, regulatory fines, or loss of customer trust.

Why penetration testing matters:

    • Identify and fix hidden security holes
    • Test your real-world readiness against hackers
    • Meeting compliance standards (SOC 2, PCI, ISO 27001, etc.)
    • Build trust with clients and partners

What we test during penetration testing

Internal & External Networks

We simulate attacks from both inside and outside your organization to uncover weaknesses that hackers could exploit.

SQL Databases

Our tests probe for injection flaws, misconfigurations, weak permissions, and insecure queries that could expose or compromise your critical data.

Network Firewalls & Switches

We test how well your defenses block threats and catch misconfigured or outdated rules.

Wireless Networks

We assess Wi-Fi security to detect issues like rogue access points, weak encryption, and poor segmentation.

Servers

We test your server configurations, patch levels, and exposed services to identify exploitable vulnerabilities.

Web Applications & Websites

We test your web assets for flaws like injection attacks and broken authentication.

PC’s

We examine endpoint devices for outdated software, weak security controls, and risky user behavior that could lead to breaches.

Penetration testing on Long Island

Flexible IT is proud to call Long Island home—supporting businesses from Manhattan to Montauk since 1984

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What you get from penetration testing

A detailed report of your identified risks

We uncover and document real vulnerabilities in your systems, explain how they can be exploited, and show where you’re most exposed.

A risk-ranked list of action items

Each finding is prioritized by severity and potential impact, so your team knows exactly where to focus resources for the greatest risk reduction.

An executive summary for business leadership

We distill the technical details into a clear, jargon-free summary that helps your leadership team understand the business implications and next steps.

Rescans to confirm that the risks were remediated

Once fixes are in place, we perform follow-up testing to validate that vulnerabilities are fully resolved — giving you peace of mind and proof of compliance.

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Ready to See Where You Stand?


Contact us today to schedule your penetration test — and stop wondering if your business is secure.

Built for Long Island Businesses

Our cybersecurity coverage

Cybersecurity isn’t one-size-fits-all. We take a layered, proactive approach to protect every angle of your business. From your devices to your data, from your people to your cloud — we’ve got you covered.

Vulnerability Assessments

Are you actively finding and fixing weaknesses before attackers do?

Find and fix system weaknesses before attackers do.

Security Awareness Training 

How quickly could you respond if something went wrong?

Train your team to recognize and prevent cyber threats.

Cyber Liability Insurance

Are you financially protected from the costs of a cyberattack?

Protect your business financially from the fallout of cyberattacks.

Data Backup & Disaster Recovery Planning

Could your business bounce back if your data was suddenly wiped or stolen?

Keep your data safe and bounce back quickly after disruptions.

Managed Detection & Response (MDR)

How quickly could you detect and stop an active threat inside your network?

Detect, analyze, and stop threats fast with fully managed response services. 

Onboarding / Offboarding

Are access levels updated when employees join, change roles, or leave?

Secure user access during every team transition. 

Security Information and Event Management (SIEM)

Can you see the security events happening in your systems right now?

Unify your logs and catch threats fast with centralized alerts.