Continuous Penetration Testing
Regular, scheduled testing of your infrastructure, web and mobile applications, APIs, and cloud environments. New deployments and changes get tested as they happen, not months later.
Continuous offensive security. Not a once-a-year checkbox.
Traditional penetration testing happens once a year, produces a report, and then nothing changes until the next test. TSO's Managed Attack & Prevent is a retainer-based partnership that gives you continuous offensive testing throughout the year. Pen tests, red team exercises, and social engineering campaigns happen on a regular cadence — and remediation support is included so vulnerabilities actually get fixed, not just documented.
Regular, scheduled testing of your infrastructure, web and mobile applications, APIs, and cloud environments. New deployments and changes get tested as they happen, not months later.
Full-scope adversary simulations built into the retainer. We test your people, processes, and technology with realistic attack scenarios that go beyond technical vulnerability scanning.
Targeted phishing, vishing, and pretexting campaigns that measure how your organisation responds to manipulation. Included as part of the offensive retainer, not a separate engagement.
When standard testing is not enough, our researchers analyse custom applications, proprietary protocols, and embedded systems to uncover zero-day vulnerabilities.
We do not just hand you a report. Remediation guidance, hands-on fix support, and retest validation are included in the retainer so vulnerabilities get resolved.
Year-over-year tracking of your vulnerability posture with executive-level reporting. See how your security improves over the retainer period.
We agree on testing scope, cadence, and deliverables based on your environment, risk profile, and budget.
Initial comprehensive assessment of your attack surface to establish a security baseline and prioritise testing targets.
Regular penetration tests and red team exercises executed according to the agreed cadence throughout the year.
New deployments, infrastructure changes, and urgent concerns tested on demand within the retainer allocation.
Hands-on remediation guidance followed by validation retesting to confirm vulnerabilities are properly fixed.
Business review of testing coverage, vulnerability trends, remediation progress, and recommendations for the next quarter.
Continuous penetration testing replaces the traditional annual pen test with an ongoing testing programme that runs throughout the year. Instead of testing your environment once, receiving a report, and waiting twelve months for the next one, continuous testing means new deployments, infrastructure changes, and application updates are tested as they happen. The testing cadence is agreed in advance based on your change rate and risk profile. For most organisations, this means monthly or quarterly testing cycles with ad-hoc testing available for significant changes. The result is a constantly updated view of your security posture rather than a point-in-time snapshot that goes stale within weeks of delivery. Continuous testing is particularly valuable for organisations with active development teams, frequent infrastructure changes, or regulatory requirements that demand ongoing evidence of security testing.
A penetration test focuses on finding technical vulnerabilities in a defined scope — a web application, an internal network segment, a cloud environment. The goal is comprehensive coverage: identify as many vulnerabilities as possible within the target. A red team engagement is broader and more adversarial. It simulates a realistic attack scenario where the objective is to achieve a specific goal — accessing sensitive data, reaching a critical system, or demonstrating a full compromise chain — using whatever techniques work, including social engineering, physical access, and multi-stage attacks across your entire environment. Most organisations should start with penetration testing to address known technical gaps. Red teaming makes sense once your baseline security is solid and you want to test how well your detection and response capabilities perform against a determined adversary. TSO includes both in our managed retainer, scheduled at a cadence that fits your maturity level and risk appetite.
TSO's managed Attack and Prevent retainer covers the full offensive security lifecycle. This includes scheduled penetration tests across your agreed scope — external infrastructure, internal networks, web and mobile applications, APIs, and cloud environments. Red team exercises and adversary simulations are built into the retainer at an agreed cadence. Social engineering campaigns, including phishing, vishing, and pretexting, test how your people respond to manipulation. Vulnerability research is available for custom applications or proprietary systems that require deeper analysis. Crucially, remediation support is included: our team provides hands-on guidance to help your developers and IT staff fix the issues we find, followed by validation retesting to confirm the fixes work. Executive reporting and quarterly business reviews track your vulnerability posture over time, showing measurable improvement rather than a repeating list of findings.
The scope and cost of penetration testing depend on the size and complexity of the target environment. For a single web application, a focused assessment typically takes one to two weeks. For a full external and internal infrastructure test at a mid-market organisation, expect two to four weeks of testing. Red team engagements are typically longer, running three to six weeks depending on the objectives and rules of engagement. TSO structures testing as a retainer to provide better value than one-off engagements. The retainer model means you have a pre-agreed testing allocation that covers your annual needs — scheduled assessments, ad-hoc testing for new deployments, and retesting after remediation — at a predictable cost. This is more cost-effective than procuring individual engagements throughout the year, and it ensures continuity: our team maintains familiarity with your environment across tests rather than starting from scratch each time.
Get in touch for a no-obligation conversation about your security needs.