CHECKPOINT-E
Web security · AI penetration test

AI penetration test: get attacked before others do it for real.

Attackers use AI to scan websites for vulnerabilities automatically. We turn this around: our AI agents attack your website, shop or web application in a controlled way, with your written authorization. We confirm every finding manually and document it with proof, a rating and a fix.

Attack simulation: AI agent tests login, forms, interfaces, files and chatbot, findings ranked by urgency
Controlled attack, every finding confirmed manually
Service

What we actually do

How an AI attack simulation works, from authorization to retest.

  • Define scope and rules in writing: systems, time window, user roles, limits
  • Reconnaissance by AI agents: everything an attacker can find out about your systems from the outside
  • Automated attacks in thousands of variants on login, forms, interfaces and business logic
  • Chaining small weaknesses into real attack paths, as an experienced attacker would
  • Manual confirmation of every finding by us, so the report contains no false positives
  • Report with proof, rating by urgency and a concrete fix for each finding
  • Retest after fixing; on request, we implement the measures
Test areas

What the AI agents attack

ReconnaissanceSubdomains, open services, software and versions in use, forgotten test and admin pages, publicly accessible backups, .git and .env files.
Login and permissionsPassword guessing, login bypass, sessions and cookies, access to other users' data via modified URLs or IDs, privilege escalation between user roles.
Inputs and formsSQL injection, cross-site scripting, command injection, file uploads with malicious code, misuse of contact forms for spam and phishing.
Interfaces (API)Missing permission and input checks, too much data returned, missing rate limiting, keys in the source code.
Business logicManipulating prices, vouchers and quantities, bypassing order flows, skipping payment steps.
AI featuresChatbots and AI assistants: prompt injection, leakage of internal data, unauthorized actions via connected tools.
Server and softwareKnown vulnerabilities in PHP, CMS, plugins and libraries (e.g. PHP2Shell, wp2shell), insecure configuration, missing security headers.
Rules

How the test stays safe

  • Only when commissioned in writing by the operator, with defined systems, time window and limits
  • Preferably on a test copy; on live systems only with care and by agreement
  • No load attacks, no deletion, no extraction of data beyond what proof requires
  • Hosting provider and agency informed in advance on request
  • Immediate phone call and test halted if a critical issue is found
  • All test data is deleted on completion
Terms

Prices and scope of services

Guide prices net, plus statutory VAT. The fixed price in our written quote is binding.

AI attack simulation, website or shop
One domain with CMS or shop, public areas and customer account, report and retest
€1,490–3,900
AI attack simulation, web application
Several user roles, interfaces (API), business logic, AI features
from €3,900
Retest after fixing
All critical and high findings checked again
included
Fixing the findings
Or fixed price after the report
€45–60 / hour
Benefits

What you get

RealisticTested like a real attack, not just a checklist.
EvidencedEvery finding with proof, no false positives.
ActionableA concrete fix for each finding, retest included.
Process

Our approach

  1. AuthorizationScope, time window and limits in writing.
  2. ReconnaissanceAI agents map the attack surface.
  3. AttackControlled attacks, continuously monitored.
  4. ReportFindings confirmed, rated, with a fix.
  5. RetestFixes checked again.
Questions

Frequently asked questions

What is the difference from the security audit?

The audit checks configuration, software versions and known vulnerabilities. The AI attack simulation goes further: AI agents behave like an attacker, chain small weaknesses into a real attack path and check whether a vulnerability can actually be exploited. We confirm every finding manually.

Is this dangerous for our ongoing operations?

No, if it is properly planned. We prefer to test on a test copy, set time windows and limits in writing and refrain from load attacks and from deleting or extracting data. If we find a critical issue, we stop and call you immediately.

Why AI?

Attackers already use AI to scan websites for vulnerabilities, both at scale and in a targeted way. Using the same methods, we find gaps faster and more thoroughly than with tools that only check for known patterns. The assessment and recommendations come from people.

Do you also test our AI chatbot?

Yes. Chatbots and AI features on websites can often be manipulated through crafted inputs into revealing internal data or performing actions (prompt injection). This is a separate test area of the attack simulation.

Is the report recognized for certifications?

For ISO 27001, TISAX or insurance requirements, we clarify with you in advance what is required of the test report. The attack simulation does not replace a formal test by an accredited auditor.

What does the AI attack simulation cost?

For a website or shop €1,490–3,900 net, for a web application with APIs and several user roles from €3,900. The retest after fixing is included. We quote the fixed price once the scope is defined.

Enquiry

Request an attack simulation

Tell us the address of your website or application, the system and whether there are customer accounts or APIs. You will receive a proposal for scope and fixed price.

By phone: 030 417 17370

Required fields are marked with *. Your enquiry goes directly to our mailbox; we reply by email.

Contact

Briefly describe what you have in mind. We will get back to you with a concrete assessment.

Go to the enquiry form

Phone030 417 17370
Mon–Fri 10 am–6 pm
EmailCheckpoint-E email address (as an image)
AddressCheckpoint-E
Danziger Straße 78a
10405 Berlin
Berlin-Prenzlauer Berg