After a 25 year career in education as a teacher and school counselor, I chose to step away. Both my parents died within a year of each other, and I had been one of the primary caregivers, on top of being a school counselor post-pandemic, when everyone who had been hanging on by a thread was breaking down and needing help. My inability to rescue everyone and simultaneously grieve turned into a desperately unhealthy existence where I had to make a choice. I had become the giving tree at the end of the story. I was a stump. I had nothing left. Contrary to what Shel Silverstein says, I was not happy. I needed help. I needed to show up for me. I made the awkward brave-ish leap to stop being my own worst enemy and become the love of my life. This is the story of how I did that and how I continue to do it, while supporting others to do the same. To reclaim your belovedness, one awkward, brave-ish leap at a time.