Why Thinking Like a Casino Builds a Great Engineering Team | Stephen Fishman & Matt McLarty

Most companies build for the problems they can see.

But the leaders who win? They build for the opportunities they can’t yet imagine.

In this episode of The Change Story by Middleware, Boomi’s Stephen Fishman and Matt McLarty dive deep into how resilient, adaptive organizations engineer their success — by investing in optionality, seizing opportunity, and optimizing with intention.

We explore:

🔹 Why the most successful companies act before the opportunity is obvious

🔹 How APIs and composability create business resilience

🔹 The real reason AI readiness starts with integration and modularity

🔹 Lessons from companies that thrived (and those that struggled) in the age of AI

Whether you’re a CTO, Head of Platform, engineering leader, or digital strategist — this conversation will reshape how you think about planning, building, and scaling in 2025 and beyond.

📚 Based on insights from Stephen and Matt’s book Unbundling the Enterprise.