In this conversation, RedMonk senior analyst Kelly Fitzpatrick and Rob Hirschfeld (CEO/Founder of RackN) discuss their top takeaways from a recent NYC technology roundtable on the challenges tech leaders face with infrastructure automation. Some challenges discussed: making automation repeatable/reusable; dealing with increasing complexity (and how this can be a cultural as well as technological challenge), and the ongoing battle with organizational silos. Also of interest: why some organizations who have moved workloads to the cloud are moving them back to bare metal. This RedMonk Conversation was originally published in video form on August 3, 2023.