Penetration Testing

That clears the deal, not just the checklist.

Full-scope pentests covering application, cloud, AI systems, and physical access. The report your enterprise buyer's security team actually accepts.

★★★★★
"Truly exceptional, combining technical expertise with clear communication."
Headshot of Ariel Himmelstern, Co-Founder and CTO of RoomSync. Ariel Himmelstern Co-Founder & CTO, RoomSync
5.0 ★ Gartner Peer Insights
4.8 ★ G2
99% Client audit pass rate
$400M+ Acquisition readiness

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Trusted by teams shipping into the enterprise

Every layer your buyer asks about

Most firms stop at the application. We bring in a specialist for each layer. Mix and match any of the 5 areas below.

01

Application and API

Login flows, session handling, permissions, business logic abuse, injection attacks, and the admin endpoints behind feature flags that other testers skip.

02

Cloud and infrastructure

AWS, GCP, and Azure misconfigurations, IAM, secrets, container and Kubernetes security, and cloud privilege escalation paths SOC 2 doesn't catch.

03 Most-asked

AI systems

Prompt injection, model abuse, data leakage, agent misuse, RAG poisoning, and guardrail bypasses. Led by Volkan Kutal, who contributes to the research shaping how modern AI systems are tested.

04

Network and database

Internal network exposure, lateral movement, database access controls, encryption at rest and in transit, and backup security.

05

Physical and social

Office Wi-Fi, badge access, USB drop tests in the parking lot, and phishing campaigns. Optional add-on when it fits your situation.

From booked call to signed-off report

4 to 6 weeks end to end. 1 week minimum when a deal needs it.

  1. 1

    Scope

    Free 15-min call, then ~1 week.

    We get on a call to learn what deal or commitment is on the line, map your system, and figure out the surfaces a buyer cares about. You get a written proposal with timeline, team, and price. If we're not the right fit, we'll say so.

  2. 2

    Active testing

    2 to 4 weeks typical.

    The red team runs the engagement in a private Slack channel with you. Findings come as they surface, not just at the end, so you can ask questions in real time.

  3. 3

    Report and retest

    1 week + your remediation timeline.

    A lengthy report with every finding, steps to reproduce, business impact, criticality, and remediation guidance — followed by a 30-minute walkthrough. Remediation is your call: you own the findings, or you can delegate the fixes to us. Either way, we retest. The verified report shows original findings, fix dates, and verification — that's the version your sales team hands to enterprise buyers when the deal needs to clear security review.

The engineers running this engagement

A pentest is only as good as the people running it. Each engagement gets a team where every member has built their career around one layer of the stack.

FAQs

Last questions before the call

How long does a pentest take?
Most engagements run 2 to 4 weeks of active testing, with 1 week of scoping before and 1 week of reporting after. The shortest we've delivered is 1 week end to end when a deal needed it. We'll tell you what's realistic for your scope when we reply.
What does a pentest cost?
Cost depends on scope (which surfaces are in, how many, and how deep). Pentest engagements range widely. We bill in 15-minute increments with an optional monthly cap so you know the upper bound before we start. The cheapest pentests on the market are $1,000 checkbox engagements that don't deliver business value. Ours aren't those.
Will an auditor accept this report for SOC 2 or ISO 42001?
Yes. Our reports are built for both audiences: the auditor who needs to check the box, and the enterprise buyer's security team who actually reads the findings. Most auditors review pentests as a checklist item; the buyer's security team reads the details. Our format covers both.
Do you test AI systems?
Yes, and this is one of the things that sets the team apart. Volkan Kutal, our AI red team lead, contributes to the research the industry uses to learn how to break AI systems. We test prompt injection, agent misuse, RAG poisoning, guardrail bypasses, and the rest of the AI-specific surface most pentest firms don't touch.
What happens after the report?
You fix what you fix on a timeline you set. When you're ready, we retest. The final report shows original findings, fix dates, and verification. That verified report is what you hand to enterprise buyers.
How is YSecurity different from a typical pentest firm?
Most pentest firms run a 2-week engagement, hand you a report, and disappear. Our pentest is one piece of an embedded security relationship. The same operators who run your SOC 2, sit on your sales calls, or own your product security are the ones briefing the red team on what your buyers ask about. The scope reflects your actual sales pipeline, not a generic checklist.
Can you start this week?
Often, yes. Scoping usually takes a week. Send us your details today and we can typically have a scope and team assembled within a week, with active testing the week after. If your deal is on a tighter clock, say so in your message and we'll figure out what's possible.
Do you do physical pentests?
Yes, when it's in scope. Office Wi-Fi, badge access, USB drop tests in the parking lot, and phishing campaigns are available add-ons. We only run them when they match your situation.
Your enterprise buyer wants a current pentest, a clean DDQ, and an answer fast. We handle all 3.

Ready to start?

Tell us the deal, the stack, and what your buyer is asking for. We'll scope it from there.

5.0Gartner Peer Insights · 4.8G2