Offensive Security: Find Your Weaknesses Before Attackers Do

Offensive security is a proactive discipline that simulates real attacker techniques to identify vulnerabilities before they are exploited. Stroople’s offensive security practice combines penetration testing, red teaming, and adversarial simulations across IT, cloud, and application environments, delivering structured findings and prioritized remediation plans your teams can act on immediately.

Every engagement follows recognized industry standards: NIST 800-115, PTES, OSSTMM, OWASP, and ISO 29147/30111. Results are documented in a structured report with a severity score, an exploitation path, and a remediation plan ranked by attacker exploitability.

What Is Offensive Security?

Offensive security is the practice of actively testing an organization’s defenses by simulating the techniques, tactics and procedures (TTPs) used by real-world attackers. It goes beyond vulnerability scanning by demonstrating actual exploitability, not theoretical risk. Unlike defensive tools that monitor known threats, offensive security uncovers what attackers would find if they targeted your organization today.

Key takeaway: Offensive security is not a one-time audit. It is a continuous practice aligned with your threat landscape, your asset exposure, and your regulatory obligations under NIS2 (art. 21) and DORA (art. 9).

0 %

Of penetration tests result in full network compromise

0

Median steps from initial access to domain admin in red team engagements

0

Average breach detection time (days) without proactive testing

Six Offensive Security Engagements, One Structured Practice

Our engagements cover six distinct attack scenarios. Each assessment is scoped to your environment, executed by certified practitioners, and delivered with a structured report including a criticality level and an immediate remediation plan.

01

Penetration Testing

Exploit before an attacker does.

Controlled attack simulation on a defined perimeter: network, infrastructure, application or cloud.

CRITICAL May 14th 2026, 09:22
RCE via Unauthenticated API Endpoint
Target: api.acme-group.com/v2/export
CVSS: 9.8 — Network / No Auth / High Impact
Vector: Unsanitized parameter → shell injection
Evidence: RCE confirmed · /etc/passwd exfiltrated
Scope: acme-group.com

02

Red Teaming

Test your detection under real pressure.

Full adversarial campaign without predefined scope, targeting your SOC detection and response capabilities.

CRITICAL April 3rd 2026, 02:47
Lateral Movement — Domain Admin Reached
Phase: Post-exploitation · Day 4
Technique: T1558.003 — Kerberoasting
Detection by SOC: None · 0 alerts triggered
Dwell time: 61h from initial access to DA
Campaign: acme-group.com

03

Vulnerability Assessment

Map what is actually exploitable.

Manual validation of weaknesses across your perimeter, ranked by real exploitability, not CVSS score alone.

HIGH May 28th 2026, 14:05
Exposed RDP on Internet-Facing Host
Asset: jump01.acme-group.com · port 3389
CVE: CVE-2024-38077 · CVSS 9.8 · unpatched
Exploitability: Confirmed · public PoC available
Remediation: Restrict to VPN · patch within 48h
Scope: acme-group.com

04

Adversarial Simulation

Reproduce threat actor techniques.

TTPs mapped to MITRE ATT&CK, targeted at the techniques most relevant to your sector and profile.

HIGH March 18th 2026, 11:33
Spearphishing with Credential Harvesting
Technique: T1566.002 — Spearphishing Link
Threat actor: FIN7 TTP profile · financial sector
Result: 14/47 users clicked · 6 credentials captured
Detection: Not detected by email gateway
Campaign: acme-group.com

05

Cloud & M365 Security Review

Audit misconfigurations before they chain.

Configuration review of M365, Azure, AWS and GCP: IAM, privilege escalation, admin exposure.

CRITICAL May 28th 2026, 08:00
Admin Accounts Without MFA — 31 Open Findings
Tenant: acme-group.com · M365 Assess
Secure Score: 48.2 / 100 · peer avg 51.1%
Critical: 31 open · Admin, PIM & break-glass exposure
Fails: 59 of 272 controls · remediation roadmap issued
Tenant: acme-group.com

06

Application Security Testing

Find vulnerabilities before production.

Manual and automated testing of web apps, mobile apps and APIs following the OWASP Testing Guide.

HIGH June 1st 2026, 16:44
Broken Access Control — IDOR on Invoice API
Endpoint: GET /api/v1/invoices/{id}
OWASP: A01:2021 — Broken Access Control
Impact: Any authenticated user reads all invoices
PoC: Confirmed · curl one-liner provided
App: acme-group.com

From Findings to Remediation: A Structured Report

Every offensive security engagement at Stroople produces a structured report built around three layers: executive summary, technical findings and remediation plan. Findings are ranked by exploitability, not merely by CVSS score. A critical vulnerability on an isolated system ranks lower than a medium finding on an internet-facing authentication.

01
STRUCTURED REPORT
From findings to five actions.
Each finding is documented with a severity score, affected systems, and a prioritized remediation plan ranked by attacker exploitability.
Pentest Report — acme-group.com
3
Critical
7
High
11
Medium
18
Info
Critical · Recommendation #1 Patch CVE-2024-38077 on jump01 within 48h. Public PoC confirmed — active exploitation observed in the wild.
02
EXPLOITATION PATH
Reconstruct how an attacker moves.
Every critical finding includes a full attack path reconstruction — from initial access to objective — so your team understands the real blast radius.
Attack Path — acme-group.com
Step 01 · Initial Access Phishing → VPN credential harvested T1566.002 · user: [email protected]
↓
Step 02 · Privilege Escalation Kerberoasting → Domain Admin hash cracked T1558.003 · elapsed: 4h12
↓
Step 03 · Objective SharePoint exfiltration · 14 GB T1213 · Detection by SOC: none
03
REMEDIATION PLAN
Prioritized by exploitability, not CVSS alone.
Actions ranked by real-world exploitability. A medium finding on an exposed auth portal ranks above a critical on an isolated host.
Remediation Roadmap — acme-group.com
P1 · 48h
Patch RDP exposure on jump01 · restrict to VPN
CVE-2024-38077 · public PoC active
P1 · 48h
Revoke M365 sessions · invalidate OAuth tokens for 3 accounts
AiTM phishing kit · password reset insufficient
P2 · 2w
Enforce MFA on all admin accounts · review PIM settings
31 admin accounts without MFA · M365 Assess
P3 · 1mo
Fix IDOR on /api/v1/invoices · enforce object-level auth
OWASP A01:2021 · all authenticated users affected

NIS2 and DORA: Offensive Security as a Compliance Requirement

NIS2 and DORA explicitly require organizations to test the effectiveness of their security controls, not merely to document them.

NIS2 article 21(2)(e) requires entities to maintain vulnerability management processes and assess the effectiveness of their security measures. A penetration test or red team exercise directly fulfills this obligation and produces the documented evidence required by the ANSSI in the event of an audit or incident investigation.

DORA goes further for financial entities. Article 9 requires ICT systems to be tested against known vulnerabilities. Furthermore, articles 24 to 27 introduce threat-led penetration testing (TLPT), a mandatory exercise for significant financial institutions modeled on the TIBER-EU framework. Our red teaming engagements are structured to align with TLPT requirements, providing the documented evidence your financial supervisor expects.

What this means in practice: an offensive security engagement with Stroople produces audit-ready documentation covering NIS2 art. 21(2)(e) vulnerability management obligations and DORA art. 9 ICT testing requirements. Your compliance team receives a report they can submit directly to your national authority or financial supervisor.

Offensive Security Within Your Cyber Defense Architecture

Offensive security does not operate in isolation. Its findings feedvdirectly into your defensive posture: vulnerability assessments inform patch prioritization, red team findings expose detection gaps in your SOC and adversarial simulations validate the effectiveness of your incident response procedures.

Combined with threat exposure management, offensive security covers both what attackers can exploit from outside your perimeter and how far they can progress once inside. Together, these disciplines produce a complete picture of your actual risk exposure, not a theoretical one.

For organizations operating a managed SOC, offensive security findings are transmitted directly to the detection team via structured threat intelligence reports. This closes the loop between attack simulation and active defense, transforming each engagement into a permanent improvement of your detection and response capabilities.

Identify your weaknesses before attackers do. Talk to one of our offensive security experts to scope your first engagement.

Your data is already out there.
Do you know where?

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