Massive amounts of construction, renovation, and demolition (CRD) waste are produced from the construction sector. The circularity of the construction is gaining momentum for controlling and reducing the stream and amount of CRD waste. To this end, the deconstruction concept, i.e., a planned disassembly of components and materials of the built facility, has emerged as a more resource-friendly alternative compared to demolition. The transition toward deconstruction requires radical changes in the current practices of the construction industry. To this end, this research assesses the readiness of the Canadian construction industry to adopt deconstruction. The research followed a three-stage methodology that includes Deconstruction in Utopia, Canada Status Quo, and Canada Readiness for Deconstruction Adoption. Deconstruction in Utopia proposes the ideal scenario for the extreme implementation of deconstruction; Canada Status Quo analyzed available data in the context of deconstruction in Canada. Finally, Canada Readiness for Deconstruction Adoption was investigated by analyzing the positive and negative external and internal factors affecting the implementation of deconstruction through strengths, weaknesses, opportunities, and threats (SWOT) analysis. The paper discussed the challenges and barriers to overcome for the transition to deconstruction and highlighted the potential of the National Building Code (NBC) of Canada and Leadership in Energy and Environmental Design (LEED) to support deconstruction. The output of this paper can aid policymakers in setting strategies to boost the implementation of deconstruction as an end-of-life (EoL) scenario.