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Canada has undergone a remarkable metamorphosis in its relationship to the Trans-Pacific Partnership (TPP) and its offshoot, the Comprehensive and Progressive Agreement for Trans-Pacific Partnership, the CPTPP (comprising Australia, Brunei, Canada, Chile, Japan, Malaysia, Mexico, New Zealand, Peru, Singapore and Vietnam). Initially a disinterested and disengaged observer of the developing TPP process back in 2006–09, by 2011–12 Canada underwent a conversion to become a determined, almost desperate suitor seeking to gain entry to the TPP club. It finally succeeded, but a change of government in 2015 led to a re-evaluation of the decision to accede to the TPP, under pressure from anti-globalization forces. Effectively, Canada sat on its hands for over a year until the U.S. had determined its final position. Then, after the TPP’s impending collapse, when the United States under then president Donald Trump announced its withdrawal, Canada changed tack once again and decided to work with Japan and others to rescue the agreement. However, during the negotiations to adapt the original TPP into the TPP-11 agreement (which became known as the CPTPP), Canada earned a reputation as a difficult and demanding partner, pushing its “progressive trade agenda” and slowing down the process. Indeed, Canada is often seen as trying to impose very progressive values on a region with little receptivity for such views. The cultural-exemption and auto-trade issues were of principal concern to Canada. Through its policy positions and negotiation style, Canada under the Trudeau government almost scuttled the CPTPP process and risked finding itself locked out once again. Quick action was taken to stem the damage and Canada became not only a signatory, but one of the first six countries to ratify the CPTPP, bringing it into force on December 30, 2018. Today, Canada has fully embraced the CPTPP, situating it as an important leg in its developing Indo-Pacific strategy, and is open to considering expansion to new members who are able and willing to meet the CPTPP’s high standards.