ShadowSec Lab

Insight

2025-06-02 · 6 min read

Preparing your team for a red team exercise

The worst time to explain the exercise is while your SOC is paging the CEO. A short primer for security leads.

Tell the minimum number of people. A red team that everyone knows about is a tabletop in costume. Brief legal, HR if people-ops are in scope, and a technical control owner who can halt the work.

Decide the objective in a sentence: ‘obtain payroll data’, ‘reach the production Kubernetes control plane’, ‘place a benign beacon on an executive laptop you issue’. Vague objectives produce vague reports.

Prepare detection to learn, not to win. If you secretly white-list our infrastructure, say so — we will mark the exercise accordingly. Cheating waste everyone’s calendar.

Book the debrief before the first day of testing. Purple-team time is where detection engineering actually changes.

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Related: How to hire an ethical hacker.

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