Hassard entered territorial politics in 2011, defeated incumbent Yukon Party Cabinet ministerMarian Horne for the party's nomination. He was elected later that year in the riding of Pelly-Nisutlin. Hassard was elected Deputy Chair of Committee of the Whole in December 2011 and served in that capacity until his appointment to Cabinet in January 2015. During that time, he served as Chair of the Standing Committee on Appointments to Major Government Boards and Committees and Vice-Chair of the Standing Committee on Public Accounts. He was also a member of the Standing Committee on Statutory Instruments, the Select Committee on Whistle-blower Protection, and the Select Committee Regarding the Risks and Benefits of Hydraulic Fracturing. Hassard was appointed to Cabinet on January 16, 2015, and served as Minister of Economic Development, the Minister responsible for the Yukon Housing Corporation, and the Minister responsible for the Yukon Liquor Corporation during the remainder of the 33rd Legislative Assembly. During his time as minister, Hassard received criticism for his handling of issues facing the community of Ross River, which is within his riding. Ross River at the time was plagued by semi-feral dogs attacking residents, and in one instance, killing a resident. Community leaders criticized Hassard for not visiting the community and not doing enough in the aftermath of the attacks. Hassard was also criticized for his decision to award a sole-sourced $1.3-million contract to Whitehorse-based Total North Communications to upgrade internet speeds in Teslin, Carmacks, and Watson Lake. The Yukon Government's procurement support centre had analyzed the contract and recommended that it be put out for competition, but Hassard ignored the recommendation and awarded the contract directly to Total North. As Minister responsible for the Yukon Liquor Corporation, Hassard also supported opening a liquor store in his home community of Teslin, citing the economic benefits it would bring the community. The proposal drew protest from the Village of Teslin and Teslin Tlingit Council, which presented a petition against the proposal and called for public consultations on the issue. In total, the petition, tabled by New DemocratKate White on behalf of Teslin, contained 186 names; there are approximately 450 residents of Teslin. Ultimately, no liquor store opened in Teslin before the legislative assembly was dissolved in October 2016.
Hassard has worked in the construction industry and owned a local store and motel in Teslin. He is a former councilor and deputy mayor of the Village of Teslin. Stacey is the brother of Dean Hassard, who previously represented the same district in the Yukon Legislative Assembly from 2002 to 2006. Hassard lives in Teslin, Yukon.