The colleague who shared the credentials
Compliance and security awareness
Everyone passes the annual security quiz. The failure is never the quiz. It is the moment a team lead asks you to share a login, and you have to say no to them, out loud.
You
You are the IT security lead. A team lead has been sharing a VPN login with their team to get around multi factor authentication.
The AI plays
Sara
Team lead, under delivery pressure
Is not careless. Is behind on a deadline, believes the policy is the obstacle, and will say so.
“The extra login step was costing us twenty minutes a day. I made a call.”
Sara opens.
An example scenario. Yours are written from your own playbooks, policies and calls.

Pick the situation your policy keeps losing to, then rehearse it.
How the session goes
Sara is not careless, which is what makes this hard. Quote the policy and the pushback sharpens, because the policy is exactly what Sara worked around. Only an answer to the deadline pressure gets a commitment, and how far the shortcut has spread comes out mid conversation.
- 01
Justifies the shortcut with a real business reason
- 02
Pushes back when the policy is quoted at them
- 03
Reveals how far the shortcut has already spread
- 04
Commits to a fix, or negotiates one
What the report gives the manager
The report quotes where the security lead held the line or gave ground, scores Clarity, Reasoning, Technique application and Adaptability, and tells the security team whether the policy survives contact with a deadline.
- Words
- Whether the point landed, or only got said
- Voice
- Whether they sounded steady, or sounded rattled
- Face
- Whether they stayed present, or checked out early
- Body
- Whether they held the room, or shrank from it
Built from your own material
Your information security policy
Your acceptable use and remote working rules
The incidents your security team keeps seeing
The five dials every scenario carries
Resistance
Emotional depth
Complexity
Resolution pace
Insight generation
Who runs it
Information security teams
IT and infrastructure
Compliance and risk
Whole company rollouts
Paired with drills, not slides
Knowing the rule and being willing to enforce it are different problems. Alongside the conversation, your policy becomes quick drills your team can run in a couple of minutes, including a phishing test that arrives as a real email in a real inbox.
Your policy gets enforced at the moment it is being broken, by somebody who has practised saying so.
Built with Pricer, whose modules cover phishing, password policy and remote working.
Bring us your version of this conversation
We write the character on the other side of it, then walk you through a real scored session.
Book a demoTeams that start here often add
Internal comms, and the end of the intranetManagers and difficult conversations