This Capstone is a reflective summary of my learnings gained during my journey in the Organizational Dynamics graduate program at the University of Pennsylvania (UPenn). Through a series of personal stories of growth and perspective, I share how I navigated a mid-life career change and used key learnings from these courses to reframe my thinking and arm me with new skills and knowledge to prepare me for a career change. The paper focuses on topics related to leading both organizational and personal change and outlines the real and perceived obstacles that mid-life career professionals encounter that prevent them from navigating change in their career journey. I hope the learnings presented in this paper can help support other mid-life professionals who want to advance their career goals, release assumptions, and break their immunity to change.