This chapter invokes the urban design community to provide transparency in design decision-making by discussing the role of design specifications and the production of evidence in enabling scrutiny and accountability of design proposals in relation to fulfilling sustainability goals and fighting climate change. It claims that original and verifiable regenerative design solutions emerge from clear design specifications supported by evidence, rather than normative sustainability alone. Evidence is understood as going beyond targets and extended to design specifications which are constantly tested in terms of flexibility and robustness, positively contributing to the ecosystem they are inserted in, once further decomposed towards a more detailed design proposal. Principles from Axiomatic Design are proposed as an approach to develop design specifications for regenerative climate adaptive urban design. This work attempts to illustrate the use of this method to practitioners through an example in which human-centric needs, values and aspirations are transformed into joint urban air pollution and outdoor bioclimatic comfort design requirements to be fulfilled by greenery, a regenerative design parameter common to both knowledge domains at the pedestrian layer of the urban environment.