Work conducted through Stoss Landscape Urbanism collectively includes urban revitalization initiatives, climate resilience and adaptation efforts, speculative propositions, adaptations of infrastructure and former industrial sites, dynamic and productive landscapes, vibrant public spaces that cultivate a diversity of social uses and cultural traditions, and numerous landscape installations.

Key projects such as Detroit Future City, Michigan,[1] and Chouteau Greenway Framework Plan,[2] St. Louis evidence systems-based strategies generating flexible interconnected large-scale infrastructure, housing and open space endeavours.

The Harvard Plaza project, Cambridge, Massachusetts evidences a social understanding in the design of a flexible public infrastructure.

[3] Earlier projects through which the trajectory of his work might be mapped include the Lower Don Lands on the Toronto Waterfront, Ontario.

[8] He was a member of Van Alen Institute's Climate Council, a platform for exchange among leading professionals to investigate and collaboratively address climate-related issues.