pip, Python's package manager, is developed independently from the Python language by a fairly independent team. It has an extensive test suite, with significant complexity and computational requirements. A mix of I/O heavy tests and CPU heavy tests, combined with the wide matrix of supported platforms and Python versions, introduce some interesting challenges when needing to run an overall CI workflow in a reasonable amount of time. This talk goes into the trials and tribulations of getting the CI for pip to run in less than 30 minutes.