After graduating from Princeton and London School of Economics in International Relations and Public International Law, Weiss took an abrupt turn, becoming a self taught filmmaker and created the cult non-narrative feature length adaptation of J.G. Ballard’s most notorious novel, The Atrocity Exhibition. This remarkable film was touted by Ballard as “a poetic masterpiece”. Weiss then turned to TV where in the early ’90's he created the first global food show (The Global Kitchen), years before cooking shows became reality travel tv. Weiss shot some of both projects at his huge loft in Dumbo, which he renovated well before the neighborhood became a magnet for gentrification and tourism, and which today is the studio and showroom for his audio companies.

It was also around this time that Weiss bought a derelict, late 1700's architectural marvel on the verge of collapse in rural Pennsylvania, Oswald's Mill, the only known remaining integrally built house-mill left in North America and one of very few remaining anywhere in the world. Weiss and his partner Cynthia van Elk set about restoring and renovating the enormous 10,000 square foot building, which became their residence and the home of the legendary Oswald's Mill Tube and Speaker Tasting events, a mecca for underground audio builders.

These events led to the creation of Oswalds Mill Audio, a grouping of some of the world's top audio artisans in horn and speaker design, tube amplifier design, turntable and tonearm design, and the industrial design talents of David D'Imperio. Under the direction of Weiss, this collective has changed the direction of high end audio towards a model that had been long forgotten.

Weiss is currently engaged in education and design for audio in Psychedelic Medicine and Therapy, as well as working on a major restaurant project for OMA in Brooklyn and a television show on the State of Sound (SOS).