In an industry where technology often takes the spotlight, Deidre Diamond, Founder and CEO of CyberSN, and Carraig Stanwyck, CEO and former Fortune 200 CISO, are making the case for a shift in focus—one where people, not just tools, drive operational success.
Deidre’s journey began in cyber talent matching, where she saw firsthand the persistent workforce challenges organizations face—burnout, retention struggles, and a lack of career planning. These challenges inspired the creation of a workforce risk management practice designed to quantify and address the human side of cybersecurity. The approach goes beyond staffing—it maps skills, capabilities, and job alignment in real time, enabling leaders to strategically plan their workforce instead of reacting to turnover.
Carraig’s perspective as a leader building teams across government, startup, and enterprise environments reinforces the message: “If you get the people right, everything else comes together.” Even leaders already committed to employee engagement often lack the visibility to fully understand capability gaps, skill utilization, and role misalignment. Carraig describes how moving from static spreadsheets to a dynamic platform revealed hidden opportunities—such as repositioning talent into roles that better matched their strengths—while also giving executives a clear capability-to-staffing view.
This real-time insight changes everything. Leaders can create accurate job descriptions based on actual needs, build stronger business cases for budgets, and proactively plan for growth. The results aren’t just operational—employees feel invested in, leading to greater fulfillment, better retention, and improved professional efficacy.
Both Deidre and Carraig emphasize that this approach isn’t just about solving today’s staffing needs. It’s about preparing for a future where emotional intelligence, creative collaboration, and adaptability will be more critical than ever. As AI takes on repeatable tasks, the human ability to think strategically, work cohesively, and innovate will define success.
The takeaway is clear: cybersecurity’s greatest asset isn’t a piece of technology—it’s a workforce that’s understood, empowered, and aligned with the mission.
Learn more about CyberSN: https://itspm.ag/cybersn-476941
Note: This story contains promotional content. Learn more.
Guests:
Deidre Diamond, Founder and CEO of CyberSN | On LinkedIn: https://www.linkedin.com/in/deidrediamond/
Carraig Stanwyck, CEO at 3 Tree Tech and former Fortune 200 CISO | On LinkedIn: https://www.linkedin.com/in/carraig-stanwyck/
Resources
Learn more and catch more stories from CyberSN: https://www.itspmagazine.com/directory/cybersn
Learn more about ITSPmagazine Brand Story Podcasts: https://www.itspmagazine.com/purchase-programs
Newsletter Archive: https://www.linkedin.com/newsletters/tune-into-the-latest-podcasts-7109347022809309184/
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Keywords: marco ciappelli, deidre diamond, carraig stanwyck, cybersecurity, workforce management, talent retention, job descriptions, skills gap, leadership, employee engagement, career development, black hat, black hat usa, black hat 2025, workforce risk management
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By ITSPmagazine, Sean Martin, Marco Ciappelli
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In an industry where technology often takes the spotlight, Deidre Diamond, Founder and CEO of CyberSN, and Carraig Stanwyck, CEO and former Fortune 200 CISO, are making the case for a shift in focus—one where people, not just tools, drive operational success.
Deidre’s journey began in cyber talent matching, where she saw firsthand the persistent workforce challenges organizations face—burnout, retention struggles, and a lack of career planning. These challenges inspired the creation of a workforce risk management practice designed to quantify and address the human side of cybersecurity. The approach goes beyond staffing—it maps skills, capabilities, and job alignment in real time, enabling leaders to strategically plan their workforce instead of reacting to turnover.
Carraig’s perspective as a leader building teams across government, startup, and enterprise environments reinforces the message: “If you get the people right, everything else comes together.” Even leaders already committed to employee engagement often lack the visibility to fully understand capability gaps, skill utilization, and role misalignment. Carraig describes how moving from static spreadsheets to a dynamic platform revealed hidden opportunities—such as repositioning talent into roles that better matched their strengths—while also giving executives a clear capability-to-staffing view.
This real-time insight changes everything. Leaders can create accurate job descriptions based on actual needs, build stronger business cases for budgets, and proactively plan for growth. The results aren’t just operational—employees feel invested in, leading to greater fulfillment, better retention, and improved professional efficacy.
Both Deidre and Carraig emphasize that this approach isn’t just about solving today’s staffing needs. It’s about preparing for a future where emotional intelligence, creative collaboration, and adaptability will be more critical than ever. As AI takes on repeatable tasks, the human ability to think strategically, work cohesively, and innovate will define success.
The takeaway is clear: cybersecurity’s greatest asset isn’t a piece of technology—it’s a workforce that’s understood, empowered, and aligned with the mission.
Learn more about CyberSN: https://itspm.ag/cybersn-476941
Note: This story contains promotional content. Learn more.
Guests:
Deidre Diamond, Founder and CEO of CyberSN | On LinkedIn: https://www.linkedin.com/in/deidrediamond/
Carraig Stanwyck, CEO at 3 Tree Tech and former Fortune 200 CISO | On LinkedIn: https://www.linkedin.com/in/carraig-stanwyck/
Resources
Learn more and catch more stories from CyberSN: https://www.itspmagazine.com/directory/cybersn
Learn more about ITSPmagazine Brand Story Podcasts: https://www.itspmagazine.com/purchase-programs
Newsletter Archive: https://www.linkedin.com/newsletters/tune-into-the-latest-podcasts-7109347022809309184/
Business Newsletter Signup: https://www.itspmagazine.com/itspmagazine-business-updates-sign-up
Are you interested in telling your story?
https://www.itspmagazine.com/telling-your-story
Keywords: marco ciappelli, deidre diamond, carraig stanwyck, cybersecurity, workforce management, talent retention, job descriptions, skills gap, leadership, employee engagement, career development, black hat, black hat usa, black hat 2025, workforce risk management
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