Osburn has been a social dancer of the Argentine tango since 2008, is involved in the performance and instruction of the dance, and is versed in its music, history, and literature. He aims to expand awareness of tango as a cultural form that is meaningful to its practitioners and applicable to a range of social and professional situations.

At NYU, he teaches Theater in Latin America: The Drama and Theatricality of Tango, looking at the social and theatrical performance of tango from its origins to the present.

Seeing tango as a microcosm of human experience, he conceived of Tango and Communication, a workshop that he co-facilitates with Laura Real in the engineering school of the Cooper Union. Participants experience the dance as a template for leadership, communication, teamwork, networking, cultural exchange, and gender relations. The workshop builds on his partnership with Real, his longtime teacher, in several performance/demonstrations, including NeuroTango: Brainwaves in Sync?, for Brain Awareness Week, a program of the Greater NYC Chapter of the Society for Neuroscience: watch.

Osburn was in residency with Tangolandó at the Kimmel Center in Philadelphia in 2018. He wrote an introduction to the Social Tango Project photo exhibition and has reviewed numerous tango-related events on osburnt.com. He is interviewed in the documentary MigranTango, which explores the cross-cultural currents of tango in New York City. At Anthony Forest Hills, he curated the live music and social dancing for Tango Night (2013) and Tango in Fashion (2015).

On most weeks, he can be seen at La Esquina Falucho in Brooklyn reciting the English version of a featured tango lyric.

He has assisted Real at classes for Gourmetango and was assistant organizer for its MeetUp.com groups. In 2014, Dancing at Sea engaged him as a Host Dancer on its Argentine tango cruise. He has experienced tango in Buenos Aires, Madrid, Medellín, and several North American cities in addition to New York, and has studied with a variety of well-known instructors.