Learn how Bloomberg successfully upgraded their private cloud's operating system through a 38-minute conference talk that explores the strategic decision-making process between two upgrade approaches. Discover why the seemingly slower method of fully rebuilding thousands of physical machines to a newer Ubuntu version proved more beneficial than the faster in-place upgrade option. Follow along as speakers Jing Geng and Tyler Stachecki detail how they managed to upgrade their extensive infrastructure, which hosts tens of thousands of VMs and core applications, while minimizing disruption to both engineers and end-users. Gain valuable insights into the decision-making process, implementation strategies, and key lessons learned during this large-scale infrastructure upgrade project at Bloomberg.