Security Challenges? – Looking In The Mirror

This page is for leaders ready to take an honest look in the mirror. Security Challenges isn’t just about tools and tactics. It’s about leadership, accountability, and asking tough questions that many avoid. The strongest insights often come from inside your own organization.

These statements dig deeper than surface issues. They are made to push you and your team beyond comfort zones. You’ll reflect on what you know, what you ignore, and where blind spots may exist. The goal isn’t blame—it’s finding clarity, ownership, and stronger paths forward.

Use Security Challenges to “look in the mirror” as a team and grow together.

Each statement encourages leaders to pause and think before acting. Some may feel uncomfortable, but that discomfort often leads to growth. Use these statements to guide reviews, planning sessions, and team discussions. Share them with managers, risk owners, or executive partners.

The person in the mirror may be the most important voice in the room. Are you listening? Are you willing to act on what you learn? These statements won’t give quick answers—but they will help uncover the right ones. Strong organizations grow through awareness, not just rules and checklists.

Start asking, and keep asking, the questions that truly matter.

Have you said / heard these?  If so, we believe we can help!!

  • Jim, I don’t talk about it a lot, but I am losing sleep, stressed about one or more parts of my security program
  • Jim, I have this new idea for improving our security program but don’t know where to start or how to manage it.
  • Jim, Can you just come out and walk our property and buildings, I think we are just blind to our own work
  • Do we need to address Insider Threat better?
  • Is our security metrics as mature I or my boss wants them?
  • Is our Physical Security program too standards based and less vulnerability based?
  • Our Supply Chain Security hasn’t gotten to more then contract terms
  • We believe we have a great security product / service but we just can’t seem to get a seat at the table with our market
  • We can’t crack the industry / government information sharing veil
  • Our Executive Protection Program is tactically awesome but program management isn’t happening
  • We doing some analytics, but seems like we are just collecting data
  • Have we lost our focus on information security for the sake of cyber security
  • Security ownership is just all over the place
  • The business won’t invite us to the table
  • Our training is not structured and seems like we are training without any ROI
  • Fraud isn’t seen as a security issue and doesn’t have a comprehensive plan
  • My church isn’t where we feel safe
  • My community group would like to learn more about security, safety, Go Bags
  • I have a event coming up but need a security leader as we don’t have the expertise
  • Our employees and contractors aren’t getting security awareness when we onboard them
  • Our security “Voice” to the business is all over the place
  • Too many standards and regulations, is there a way to simplify their implementation in my world
  • We haven’t had an independent kinetic aka physical security penetration test (in a long time), we need help
  • We are planning on some training, but we want/need some more realism using operationally experienced “actors”
  • Something else?  “Ask McConnell”

Disclaimers