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Explore the parallels between software versioning and personal development in this 30-minute conference talk from PyCon US. Discover why nearly 90% of PyPI packages never reach version 2.0 and apply this concept to personal growth and life transitions. Learn about the specific health risks facing software developers, including sedentary lifestyles, extended work hours, and social isolation, while examining how these challenges compound over time like technical debt in software projects. Gain practical insights and actionable strategies for proactively addressing problem areas in your life rather than waiting for crisis to force change. Understand how to plan and design your personal "major release" for success, whether you're dealing with health struggles, burnout, or feeling stuck in your current situation. Note that this presentation includes discussion and images related to personal experiences with cancer treatment as part of the speaker's journey toward personal version 2.0.