This past winter, I found myself in the thick of a quiet job search. Not because I was actively seeking to leave my role as superintendent, but because I was curious. I wanted to dip my toes into the waters of possibility and see what was out there. Admittedly, I was frustrated. Leading is hard. And when the pressure mounts and the days get heavy, it’s easy to wonder: Is there something better out there? For anyone who has ever entertained the thought of a new opportunity, whether quietly scrolling job listings or submitting an application in earnest, you’ll know the pull. The question isn’t just, “Can I do something else?” It’s often, “Would something else be easier? Would it make me happier?” During this process, I found some intriguing opportunities. Positions with more money. Jobs with less visibility. Roles with potentially fewer headaches. But as I moved through interview processes and deeper into reflection, one truth became clear: those jobs weren’t better. They were simp...