AI is changing the game for cybersecurity, but are most companies ready?

In this eye-opening episode of Resilient Foundations, Rebecca sits down with cybersecurity expert and SANS Institute instructor Shawn Chakravarty to unpack the evolving threat landscape in a world powered by artificial intelligence. From the rise of "shadow AI" to how insiders and external attackers are weaponizing generative tools like ChatGPT and Claude, this conversation is packed with hard truths and advice for leaders, security teams, and innovators alike.

Shawn breaks down the top three AI risks every company should be tracking, how defensive teams need to adapt, and why your AI policy matters more than ever. Whether you're a business leader, IT manager, or just AI-curious, this episode delivers urgent suggestions to future-proof your cybersecurity strategy.

#resilientfoundations #leadership #decisionmaking #corporateleadership

01:04 Current Cybersecurity Threats

01:51 Top Risks in AI and Cybersecurity

02:44 Shadow AI and Security Policies

05:26 AI in Blue Teaming and Defense

06:50 Red Teaming and AI Tools

09:03 AI in Social Engineering

14:26 Leadership and AI Risk Management

20:58 The Importance of Listening as a Leader

21:58 Celebrating Wins and Handling Mistakes

22:41 Managing High-Stress Situations

24:18 Building Trust Within Teams

25:28 Unique Challenges in Security Leadership

29:29 The Role of AI in Leadership

36:02 Upcoming Events and Learning Opportunities

37:32 Final Thoughts

Website – resilientfoundations.com

LinkedIn – www.linkedin.com/in/rebeccaplantz/

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View Email: rebeccaplantz@gmail.com

Channel: www.youtube.com/@ResilientFoundations

Rebecca Plantz is a seasoned executive leader with more than 25 years of experience leading a variety of high-stakes crises and enterprise initiatives to achieve business transformation. Her experience in leading large, cross-functional teams to deliver innovative technology, AI-enabled platforms and operations, risk management programs, information security programs, and operational resilience resulted in a wealth of expertise and toolsets that will be shared.

Tough times create great leaders. Having led executives and front-line teams to survive more than 750 crises, Rebecca has honed what it takes to prepare for and lead in circumstances that require Olympic-level skills and readiness.

Failure is inevitable in leadership. Missed calls, projects that implode, decisions made under pressure that don't land the way you hoped. What determines your credibility, trust, and confidence isn't whether you fail, it's how you recover.

In this episode of Resilient Foundations, we break down the four critical stages of leadership recovery after failure. You'll learn why teams don't expect perfection, how unmanaged emotions and nervous system reactions derail trust, and what intentional recovery actually looks like in action. Whether you're an executive navigating public failure, a business owner carrying the emotional weight of a setback, or a middle manager stuck in cleanup mode, this episode is a guide to rebuild trust, regain momentum, and lead forward with confidence. Failure will happen. Recovery is where leadership is proven.

#resilientfoundations #leadership #decisionmaking #corporateleadership

00:00 Introduction to Resilient Leadership

00:25 Embracing Failure as a Leader

01:22 The Impact of Failure on Leaders

03:28 Stage One: Stabilizing Yourself

05:12 Stage Two: Naming the Reality

06:25 Stage Three: Repairing Trust Intentionally

08:20 Stage Four: Resetting Direction

10:47 Conclusion: Turning Failure into Opportunity

Website – resilientfoundations.com

LinkedIn – www.linkedin.com/in/rebeccaplantz/

TikTok – resilientfoundations

More Info

View Email: rebeccaplantz@gmail.com

Channel: www.youtube.com/@ResilientFoundations

Rebecca Plantz is a seasoned executive leader with more than 25 years of experience leading a variety of high-stakes crises and enterprise initiatives to achieve business transformation. Her experience in leading large, cross-functional teams to deliver innovative technology, AI-enabled platforms and operations, risk management programs, information security programs, and operational resilience resulted in a wealth of expertise and toolsets that will be shared.

Tough times create great leaders. Having led executives and front-line teams to survive more than 750 crises, Rebecca has honed what it takes to prepare for and lead in circumstances that require Olympic-level skills and readiness.

What does it take to lead a project that could make (or break) a $135 billion payments platform?

In this episode of Resilient Foundations, Rebecca welcomes back longtime colleague Doug Hall, who led Project Maui, a high-stakes security overhaul critical to maintaining PCI compliance across 35 million merchants. Failure wasn't an option: missing the upgrade deadline would have meant losing the ability to process credit card transactions entirely.

Doug takes us behind the scenes of this three-year security initiative, revealing the organizational chaos, technological complexity, and leadership demands involved. From identifying 3,000+ unknown API endpoints to breaking integrations on purpose (yes, on purpose) to uncover legacy risk, this conversation goes deep into what it really takes to lead at scale, under pressure, with humor, grit, and relentless curiosity.

Whether you're in technology, compliance, or leading change in a large organization, this one is filled with lessons to learn from.

#resilientfoundations #leadership #decisionmaking #corporateleadership

00:00 Introduction and Guest Introduction

00:31 Overview of Project Maui

01:36 Challenges and Key Highlights

02:46 Technical Innovations and Team Dynamics

04:48 Defining Success and Overcoming Obstacles

08:16 Subject Matter Experts and Team Collaboration

13:44 Legacy Infrastructure and Smoke Testing

20:12 Customer Facing Challenges and Merchant Integrations

23:00 Teamwork and Challenges

23:56 Executive Involvement

26:58 Security Risks and Testing

29:28 Leadership Qualities for Large Projects

33:33 AI in Project Management

38:02 Closing Thoughts

Website – resilientfoundations.com

LinkedIn – www.linkedin.com/in/rebeccaplantz/

TikTok – resilientfoundations

More Info

View Email: rebeccaplantz@gmail.com

Channel: www.youtube.com/@ResilientFoundations

Rebecca Plantz is a seasoned executive leader with more than 25 years of experience leading a variety of high-stakes crises and enterprise initiatives to achieve business transformation. Her experience in leading large, cross-functional teams to deliver innovative technology, AI-enabled platforms and operations, risk management programs, information security programs, and operational resilience resulted in a wealth of expertise and toolsets that will be shared.

Tough times create great leaders. Having led executives and front-line teams to survive more than 750 crises, Rebecca has honed what it takes to prepare for and lead in circumstances that require Olympic-level skills and readiness.