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CREST Certified Red Team Manager - Scenario Sample Questions:

Question 1

Background: You are the Red Team Manager for a 12-week TIBER-EU-aligned engagement. In week 7, your firm wins a large, unrelated new contract that your firm's leadership is keen to staff quickly, and you are asked by your own Practice Director to release your firm's second-most-senior consultant on the current engagement
- who has been leading the more technically complex of two parallel attack paths - to begin work on the new contract "part-time, starting Monday, just two days a week for now," while remaining nominally on the TIBER-EU engagement the other three days.
The consultant in question tells you privately that they do not believe they can properly context-switch between a slow-paced, patient, intelligence-led campaign requiring sustained situational awareness of a live target environment, and a fast-moving new client kickoff, without a real risk of errors or missed detail on one or both engagements. Separately, the client's Control Team Lead has no visibility yet of this proposed change and has previously stressed how much they value consistency of personnel on such a sensitive, lengthy engagement.
Question: As Red Team Manager, how would you handle this internal resourcing request from your own firm's leadership, balancing your firm's commercial interests against your professional obligations on the current TIBER-EU engagement? Explain your reasoning and the steps you would take.

Question 2

Background: Your firm is delivering a red team engagement for Corvane Insurance Group, a UK-based insurer, under a standard commercial (non-regulator-mandated) intelligence-led testing contract modelled on STAR-FS. The signed authorisation letter, provided by Corvane's General Counsel and countersigned by the CISO, authorises testing of "all IT systems and infrastructure owned and operated by Corvane Insurance Group plc and its wholly owned UK subsidiaries," with an explicit exclusion list that does not mention any third parties.
During the reconnaissance phase, your team identifies that Corvane's claims-handling portal is built on a white-labelled platform actually owned and hosted by an external SaaS vendor, TrueClaim Systems Ltd, under a long-term licensing arrangement; Corvane customises the front end but has no access to or control over the underlying application server, database, or hosting infrastructure. Separately, your team also discovers that a senior Corvane underwriter has, in violation of company policy, been using a personal Gmail account to receive certain sensitive client documents due to file-size limits on the corporate system - your OSINT work has already surfaced this Gmail address and some metadata about its usage pattern from a data breach aggregation site unrelated to your engagement.
Midway through the engagement, a mid-level Corvane IT manager - not a Control Group member - emails your team directly, asking you to "just go ahead and test the claims portal properly, including the backend, since it's basically part of our system and everyone knows about it," and copies no one else on the email.
Question: Explain, with reasoning, (a) whether your team may proceed to test TrueClaim Systems Ltd's backend infrastructure based on the authorisation held and the IT manager's email, (b) how your team should handle the discovery of the underwriter's personal Gmail usage, and (c) what governance step should follow the IT manager's direct request.

Solutions: