You can’t know how your business would hold up against a Business Email Compromise or Adversary-in-the-Middle attack until someone tests it properly. CloudGuard’s Red Teaming Exercise simulates that exact attack, safely and under control, so you get board-level assurance and a clear, evidenced answer: could this happen here, and how fast would we catch it?Â













Awareness training, MFA, and Conditional Access all sound like coverage. But none of it means anything until it’s been tested against how attackers actually get in today. Here’s what that gap usually looks like.
If a user clicks, no amount of awareness training spend has actually reduced your risk. Platforms cost thousands; if they’re not fit for purpose, or refreshed regularly, that’s money with nothing to show for it.
Whether it’s a 90-day baseline review or a renewal conversation, “we have security awareness training” is a sentence, a tested, evidenced result is what actually holds up.Â
Fines, lost data, lost trust, and in the worst cases, the business itself. Let us find the gap before a malicious actor does, while the only cost is fixing it.
Every new starter is a new inbox, a new set of credentials, and a new opportunity for a well-crafted BEC attempt to succeed.Â
Every part of this engagement targets a different piece of the same question, not isolated checks, but a connected view of where a real attacker would get through, and where they wouldn’t.
A controlled BEC and AiTM campaign built on the tactics real threat actors use, not a generic phishing test. It matters because a simulation only proves something if it mirrors what you’d actually face.Â
We test your MFA, Conditional Access and identity controls against modern session-hijacking techniques, not just credential theft. It matters because having MFA enabled isn’t enough in today’s threat landscape, weak methods can still be exploited.Â
We measure whether your monitoring and alerting actually catch the campaign in flight, and how your team responds under pressure. It matters because a control that isn’t watched is a control you’re only assuming works.Â
We map the same public information and attack paths a real adversary would use to target your people. Attackers don’t guess who to target, they research, and so do we.Â
Security testing loses people when it feels like a black box. Here’s exactly what happens, in order, so you know what to expect before anything starts.
Together we agree scope, objectives, target groups and rules of engagement. Then, register the campaign domain. Nothing starts until you've signed off exactly what "in scope" means.
We identify realistic target users and build attack scenarios that reflect how a real adversary would approach your organisation, not a generic template.
We run the controlled BEC and AiTM phishing campaign, replicating real-world toolsets and techniques against the agreed user population, safely and within bounds.
Throughout the campaign, we assess how effectively your monitoring, alerting and incident response actually perform, in real time.
You receive campaign metrics, prioritised findings and a clear remediation roadmap, built for both technical teams and the board.
Every asset used during the engagement is digitally destroyed. Nothing lingers, nothing to clean up on your side.Â
CloudGuard is a Microsoft Security Specialist, not a generalist IT reseller. We simulate the actual attack path through Entra, Conditional Access and Defender, testing what those tools are meant to stop, not just how they’re deployed or licensed. This is a genuine Red Teaming Exercise, not a phishing awareness exercise: it isn’t a click-rate report or passive monitoring after the fact. It proves whether your defences and your people would actually catch a modern attack as it happens.Â
By showing you, with evidence rather than assumption, closing the gap between what you believe is covered and what's genuinely tested.Â
Because your team experiences a live, realistic attack in progress, not a tabletop hypothetical.
Your remediation roadmap doesn't sit on a shelf. it feeds directly back into hardening identity controls, tuning detection, and improving the next test.
Typical buyers: CISO / Head of Security, IT Director, Compliance & Risk Officer, anyone who needs to answer “how exposed are we, really?” with evidence rather than assumption.Â
If you have a Microsoft 365 or a hybrid identity environment with MFA and Conditional Access already configured, and want proof it holds up against modern attack techniques. Whether that’s for a new CISO’s 90-day baseline review or after a phishing near-miss.
You’re preparing for cyber insurance renewal, an audit, or a compliance milestone (ISO 27001, Cyber Essentials Plus) and need evidenced testing, not a policy statement.
You need board-level assurance backed by a prioritised roadmap their team can act on immediately, plus real validation of whether security awareness training is actually working.
CloudGuard is embedded in the cybersecurity industry – recognised, accredited, and trusted to protect real organisations every day.
A series of workshops designed to develop and test your incident response readiness in response to various forms of cyberattacks.
Find out whether your organisation could withstand a genuine attack, not just whether it looks secure on paper.
Find out how well your organisation prevents, detects and responds to realistic attacker behaviour, with your own team involved every step of the way.Â
Phishing simulation tools measure whether users click a link, useful, but limited. This engagement replicates a real adversary’s full technique: session hijacking that bypasses MFA, not just credential capture. It tests your identity controls, your monitoring, and your incident response together, under realistic conditions, and hands back evidence-based findings your board and insurer can actually rely on.Â
No. The engagement is scoped and agreed with you upfront, target groups, rules of engagement, and boundaries are all fixed before anything runs. It’s a controlled simulation using isolated infrastructure, not a live attack against production systems. Once complete, all campaign infrastructure and data are digitally destroyed. You get the insight of a real attack attempt without the exposure of one.Â
Penetration Testing looks for exploitable technical weaknesses across your systems, broad coverage, less realism. Purple teaming is collaborative: your team and ours work together in real time to tune detection. This engagement is closer to a genuine attack: a covert, scenario-led simulation of BEC and AiTM techniques against real users, testing whether your people, controls and response would catch it without knowing a test was coming.Â
Yes, and that’s exactly who this is for. Having MFA configured tells you a control exists; it doesn’t tell you whether it stops the specific technique, session hijacking, that modern AiTM kits are built to bypass. This engagement tests that gap directly, so you know whether your existing investment is actually holding, rather than assuming it.Â
Most engagements run across several weeks, covering scoping, reconnaissance, the live campaign, and reporting. You receive a prioritised findings report with campaign metrics, evidenced gaps in identity, monitoring and response, and a clear remediation roadmap, written for both your technical team and your board, so everyone leaves with the same understanding of where you stand.Â
CloudGuard’s Red Teaming Exercise is available from ÂŁ12,999, price varies depending on the size of organisation and scope. This covers the full lifecycle from reconnaissance and campaign execution through to reporting and remediation guidance. If your environment, user population, or objectives fall outside a standard scope, we’ll price a custom engagement to match instead, so you’re never paying for more than you need.Â
Yes. The engagement produces a documented, evidence-based assessment of your resilience against a named, current attack technique, exactly the kind of proof insurers and auditors increasingly ask for over policy statements alone. Findings map clearly to remediation actions, giving you a defensible position to bring to renewal, audit, or board review.
CloudGuard’s Red Teaming Exercise: BEC & AiTM Attack Simulation is available as a fixed-cost of £12,999, for organisations that fit a standard scope, giving you transparent, predictable pricing from the outset. Where your environment, user population, or objectives need a tailored approach, we scope a custom engagement to match, priced against exactly what you need, not a generic package.Â
You don’t need to wonder whether your defences would hold up against a modern BEC or AiTM attack. Find out, with evidence you can bring straight to your board, your insurer, or your next audit.Â
Talk to CloudGuard about our Red Teaming Exercise.