Madison co-founded the exhibition space New Jerseyy in Basel in 2008, together with curator Daniel Baumann, artist Emanuel Rossetti, and graphic designer Dan Solbach. New Jerseyy's program was focused both on a local and an international audience and presented solo exhibitions of Carissa Rodriguez, DAS INSTITUT, Ei Arakawa, Anne Imhof, Ida Ekblad, and Stefan Tcherepnin. Experimental exhibition formats for New Jerseyy included a 2008 temporary boxing gym with John Armleder and his student collective Team 404 and a 2009 MFA degree thesis show of students of the Graphic Design Department of the Yale University School of Art.
Collaborations
In 2012, Madison co-curated an exhibition with Emanuel Rossetti at the Kunsthalle Bern that focused on collaborative practices and artistic networks that are spun between Tbilisi, New York City, Tokyo, and Berlin. The French art-historian Mélanie Mermod curated the section APN Research あぷん with images by the media collective Jikken Kōbō that were published weekly between 1953 and 1954 in the Asahi Graph. In 2013, Madison collaborated with artist Emanuel Rossetti and artist and composer Stefan Tcherepnin on the exhibition Drip Event at the Power Station in Dallas. The project is documented in the Solar Lice LP, which was recorded at ISSUE Project Room. In 2015, Madison developed an adaptation of Shuji Terayama's 1967 play La Marie-Vison together with artist Matthew Lutz-Kinoy and theater director Barbara Weber for the Kunsthalle Zurich. In 2016 the play was further developed by Madison and Lutz-Kinoy for a commission by MoMA PS1, titled Rotten Wood, the Dripping Word: Shuji Terayama's Kengawa No Mari.
Film
In 2016, Madison produced a remake of Shuji Terayama's 1971 filmEmperor Tomato Ketchup, with a group of kindergarteners from Hannover, Germany. The resulting film, Das Blut, Im Fruchtfleisch Gerinnend Beim Birnenbiss, is an exploration of the child's mind and the projections that it is exposed to. In 2018, Madison shot O Vermelho do Meio-Dia in Sao Paulo, Brazil with members of the Queer activist group MEXA in the months leading up to the election of far-right president Jair Bolsonaro. The film premiered in November 2018 at the Biennale d'Image en Mouvement in Geneva. After its premiere Madison pulled the film from other festivals to continue to work on it.
Domestic violence
Madison was arrested in March 2019 after his then-partner filed a criminal complaint against him for an incident occurring in December 2018. Tobias was arrested on five counts of domestic violence and assault charges. As of January 2020, Madison pleaded guilty in a New York court to the charges of assault in the third degree and harassment in the second degree. Since his arrest, Madison became the focus of a letter writing campaign to the Swiss Institute Contemporary Art New York, at which he was to be showing his work. As a result of the pending criminal charges against Madison, poet C.A. Conrad cancelled their 2019 planned appearance at the Swiss Institute.