Deciding Whether to Escalate a Security Concern

Decision MakingAdvanced10–15 min

Introduction: What You’ll Learn

In this simulation, you’ll tackle the tricky situation of deciding whether to escalate a security concern that your leadership team isn’t prioritizing. Balancing security needs with organizational dynamics is key.

You’ll practice:

  • Evaluating the severity and impact of a security issue
  • Communicating risks effectively to leadership
  • Deciding when and how to escalate concerns
  • Handling resistance or dismissal diplomatically

Step-by-Step Simulation

Scene 1: Spotting the Security Concern

You (as a Security Engineer): "While doing a routine security check, I found a vulnerability in our user authentication system. This could potentially let unauthorized users in. I need to discuss this with the leadership team."

(You prepare a straightforward report detailing the vulnerability, possible impacts, and your initial suggestions for fixing it.)

Scene 2: Bringing it to Leadership

You: "Thanks for meeting with me. I've found a vulnerability in our authentication process that could let unauthorized users access our system. Here’s a quick overview of the issue and why I think it needs our attention right away."

CTO: "I hear you, but these things come up. We have other priorities right now. How likely is it that this could actually be exploited?"

You: "While it requires specific conditions to exploit, it's a risk we shouldn’t ignore. If someone does take advantage, it could harm our user data and reputation. I think we should prioritize fixing it."

CTO: "I get that, but we’re tight on resources. Let’s keep an eye on it and revisit if it seems to become a bigger threat."


Scene 3: Deciding What to Do Next

(You leave the meeting feeling that the issue wasn’t taken seriously enough. You consider your next steps.)

Option A: Keep monitoring and bring it up later if things change.
Option B: Escalate the issue to a higher level, like the CEO or Board, stressing the potential damage.
Option C: Gather more data to build a stronger case and approach the CTO again.

(You decide to gather more information and insights from your security team to strengthen your case.)

Scene 4: Strengthening Your Argument

You (to a Security Colleague): "I'm looking to get more data to highlight why this vulnerability is urgent. Can we simulate an exploit to show what could happen?"

(Your colleague agrees, and together you create a detailed report with simulated outcomes, potential business impacts, and a cost-benefit analysis of fixing the issue now.)

Scene 5: Re-approaching Leadership

You: "Thanks for taking the time again. I’ve gathered more evidence on the potential impacts if this vulnerability is exploited. Here’s a scenario of what could happen."

CTO: "These scenarios are worrying. I appreciate the extra data. Let’s escalate this to the CEO and plan our next steps to address it."

You: "Great. I’ll get a brief ready for the CEO, outlining our proposed actions."


Mini Roleplay Challenges

Challenge 1: The CTO waves off your additional data as just hypothetical.

  • Best Response: “I understand it’s hypothetical, but security is about managing potential risks. Would it help to see examples where similar vulnerabilities were exploited?”

Challenge 2: A colleague says you’re overreacting.

  • Best Response: “I get where you're coming from. Let’s review the data together to make sure we’re not missing anything.”

Challenge 3: The CEO isn’t available for immediate escalation.

  • Best Response: “Can we set up a quick meeting with the Board’s security committee to discuss this critical issue?”

Optional Curveball Mode

  • The vulnerability is in a third-party component you don’t control.
  • A security incident in a similar company raises external pressure.
  • Leadership is focused on a big product launch and doesn’t want distractions.

Reflection Checklist

Decision-Making Process

  • Did I thoroughly assess the severity and potential impact of the security concern?
  • Did I effectively communicate the risks and implications to leadership?

Communication Skills

  • Was I clear and concise in my presentations?
  • Did I approach leadership with respect and professionalism, even if they disagreed?

Escalation Tactics

  • Did I evaluate all options before deciding to escalate?
  • Did I gather enough data to support my case effectively?

Common Mistakes to Avoid

  • Not clearly communicating the potential severity and implications
  • Escalating too quickly without trying other options
  • Letting emotions influence professional communication
  • Failing to build support from colleagues who can back your case