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Explore the challenges and considerations of long-term software maintenance through the lens of Podman 5's release in this DevConf.US 2024 conference talk. Dive into the delicate balance between maintaining compatibility and implementing necessary breaking changes as Matthew Heon discusses the 7-year-old Podman project's latest major version. Gain insights into the decision-making process behind major releases, the evaluation of breaking changes, and the strategies employed by the Podman team to navigate these complex issues. Learn how open-source projects like Podman approach software evolution while considering user impact, and discover valuable lessons applicable to your own development practices.