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We had a deployment last night. It went pretty long. We had some applications that were using these new pipelines to go to prod for the first time and it wasn't working. Typical, I guess. After the infra guys were struggling to figure it out and get it working for a while, we finally went back to a manual deployment. Not a bad night or anything, it was just a little longer than expected (unless you count expecting things to go wrong since it was the first time and all).