Offensive Security · 2026-07
How to Choose a Penetration Testing Partner
Not all penetration tests are equal. Some are deep, manual adversary simulations; others are automated scans with a logo on the cover. Here is how to tell the difference before you buy.
Scan versus simulation
An automated vulnerability scan runs a tool and exports findings. A penetration test uses human testers who chain weaknesses together the way a real attacker would, proving genuine business impact. If a proposal promises hundreds of findings but no manual exploitation, you are buying a scan.
Ask whether testers will attempt to reach a defined objective — domain admin, access to a sensitive database, a fraudulent transaction — not just enumerate CVEs.
Scope that matches your risk
Good scoping starts with your crown jewels, not an IP range. External network, web and mobile apps, APIs, cloud, wireless, and social engineering each expose different risk. A credible partner helps you prioritize based on threat modeling rather than selling every service at once.
Methodology and standards
Look for alignment with recognized frameworks — OWASP for applications, PTES or the MITRE ATT&CK matrix for adversary simulation, and CVSS for severity. This makes findings comparable and defensible to auditors and boards.
Reporting you can act on
A report is the product. It should rank findings by business risk, include clear reproduction steps, and provide prioritized, practical remediation guidance — not a raw tool dump. Ask to see a sample report.
Retesting and continuity
Fixing issues is the point. Confirm that retesting after remediation is included, and consider continuous or subscription-based testing so assurance does not go stale between annual engagements.
Credentials, safety, and confidentiality
Verify tester certifications, references, insurance, and a clear rules-of-engagement process that protects your production systems and data. Reputable firms are transparent about how they handle sensitive findings.
Questions to ask before signing
How much of the test is manual versus automated? Who are the testers and what are their certifications? What objective will you try to achieve? Is retesting included? How do you protect our data during and after the engagement? Can we see a redacted sample report?
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