In an effort to understand how we got here (here being our careers in education), we reflect back on all of the various job and volunteer experiences we have had along our journeys towards education. First, Jordan and Helen share about their latest Halloween activities as well as an accidental soup-in-the-pantry incident. Jordan then dives into listing off the many jobs she has had since high school, which involved working with animals, kids, teen moms, and retail; she was even a tattoo artist (don’t worry, they weren’t permanent!). Helen also shares her work history that included umpiring softball, selling tickets in multiple box offices, leading activities at a nursing home, facilitating events at a state park, and leading tastings and tours at a winery. Jordan and Helen ultimately consider how the little choices led to big changes in their personal and professional lives.