
Episode #23
What Are We All Chasing?
We’re always reaching for something—the next opportunity, the next relationship, the next milestone, the next version of ourselves. In What Are We All Chasing? Jesse explores how technology, dating, success, comparison, and self-improvement can keep us constantly looking toward what comes next. From endless scrolling and endless options to the pressure to achieve more, be more, and keep up with everyone around us, this episode takes a closer look at the ways modern life can make “enough” feel permanently out of reach. Along the way, Jesse reflects on dating in a world of endless choice, the pressure to define success by someone else’s standards, and how even personal growth can become another thing we feel like we’re failing at. At the center of it all is a simple but uncomfortable question: Are we chasing the things we actually want, or the things we’ve been taught to want? This isn’t about giving up ambition, lowering expectations, or settling for less. It’s about becoming more intentional about what we pursue, why we pursue it, and what we believe finally getting there will change. Because there will probably always be another goal, another opportunity, another person, or another version of ourselves waiting somewhere ahead. The challenge is learning how to keep moving forward without overlooking the life we’re already living—and making sure the things we’re running toward are actually worth the chase.

