This roundtable discussion took place January–July 2016 via e-mail after participants and special issue editors initially met in virtual mode online. The editors posed the initial questions, and participants e-mailed their responses. Two further rounds of questions and responses ensued, and participants also viewed the responses of their peers on the roundtable. The questions were intended to generate rigorous dialogue about the uses of and problems associated with political economy (PE) as a lens to analyze the experiences of trans men and women and sex- and gender-diverse peoples in different but connected geopolitical locations. The emphasis was on bringing into conversation what is underprioritized in much PE work and also transgender studies as a formation, and how, from their own academic and activist knowledge, methodological bases, and experiences, respondents might see the (re)configuration of trans* political economy toward liberatory, antiracist, decolonial, and economically transformative ends.