In this oral history, DK ties together his personal stories in both the cycling courier and punk music subcultures in Washington, D.C. and other major East Coast cities. Due to the crossover between the D.C. punk scene and courier community of the early 2000s, DK, an avid punk fan and musician, picked up a bike as a means to get by—a decision that opened a career as a courier, racer, and organizer of formal and informal races. Throughout his narrative, DK uncovers the linkages between the punk and courier scenes; outlines shifts in the economics, labor conditions, and interpersonal dealings of D.C.'s bike couriers; and comments on differences among couriers in D.C., New York, and Richmond. DK also remarks on the challenges of beginning his own courier company and how its business and his broader work have been impacted by the COVID-19 pandemic. Alleycats repeatedly surface in his discussion—the fun of racing them, the obstacles to (and burnout from) organizing them, and the ways in which they reflect the personalities and energies of the individuals who design their routes and the city streets on which they are raced.