I have spent a fair amount of time as an intern—at a fair share of different companies. I had my first internship at 20 and kept up a pretty steady schedule until I graduated. Landing my first job outside school, I didn’t foresee myself interning again at 25, but then again, I also didn’t plan on leaving New York City to spend five months in the middle-of-nowhere Kentucky as a dressage working student, or running off to Europe for several months as part of my quarter-life crisis.