What does it really take to lead a company through high-stakes growth, acquisitions, and transformation? Dan Dal Degan—known to many as Triple D—returns for a deep dive into what most leadership playbooks leave out.

Drawing on decades of experience scaling enterprise software companies, including an early role at Salesforce, Dan shares what it means to build strategy that’s not just understood by the C-suite but felt across the company. We get into why trust is the bedrock of strategy, how culture shapes execution, and what it looks like to lead with clarity during times of pressure and change.

From redefining what “adoption” actually means to gamifying financial fluency across teams, this conversation is a masterclass in operational leadership that drives alignment—without losing the human element.