This study investigates the underdeveloped area of event portfolios in an attempt to fill a gap in the existing literature. This research article examines strategic positioning of events and the critical role they play in local development. To understand this, a case study design was performed in a medium-sized city in Canada. The purpose of the study was to determine how the city has used sport events for broader local development and enhancement of the civic brand. Interviews with local city actors and document analyses were used to further understand the strategies within the community. The results show that although a city may possess the necessary portfolio components as per Ziakas & Costa (2011), it is essential that there is a strategy that bridges the pieces of the portfolio for sustainable development. Consequently, we found that sequencing, or the strategic timing of events and political grounds, played a crucial role in this process.