Peter O’Connor, the Director of Platform Engineering at Stack Overflow, shares insights on the company’s shift from on-premises infrastructure to the cloud. He discusses the balance between technical challenges and team dynamics during this monumental transition. O’Connor highlights the importance of fostering a culture of innovation and overcoming resistance to cloud-native services. With anecdotes from his educational background, he emphasizes collaboration and communication in advancing DevOps and platform engineering, while addressing the role of AI in this evolving landscape.