Explore a conference talk detailing Square's migration to SPIFFE for service identity after a decade of using their own system. Learn about the migration process and ten key lessons, including managing expectations, leveraging community support, taking principled risks, ensuring backward compatibility, and balancing return on investment. Gain insights into the challenges of infrastructure ossification, changing mental models, and the impact of lower TTLs on on-call pressure. Discover why security alone isn't a compelling selling point and the importance of making migrations self-serve. Understand the value of teamwork in overcoming obstacles and implementing a seamless service identity system across multiple environments.