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/

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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.