How a meeting with Donald Trump Jr. led Canada’s premiers to an $85,000-a-month lobbying firm
Canada’s provincial and territorial leaders found themselves in a challenging situation as they faced the threat of a potential trade war with the United States. In a strategic move to navigate this delicate situation, the Council of the Federation, comprised of the 13 premiers, decided to hire a Washington lobbying firm, Checkmate Government Relations LLC, to assist them in establishing crucial connections with U.S. officials. The goal was clear – to prevent a trade war and maintain positive relations with Canada’s largest trading partner.
The decision to engage the services of a lobbying firm came about following the unexpected resignation of Chrystia Freeland from the federal cabinet. The premiers were gathered at an airport Hilton in Mississauga, Ont., discussing strategies on how to address the tariff threats raised by then-president-elect Donald Trump. With the realization that Freeland’s departure marked a significant change in how Canada would engage with Washington, the premiers knew they had to take action.
Yukon Premier Ranj Pillai played a pivotal role in initiating contact with the president’s son, Donald Trump Jr., whom he had met previously. A meeting was arranged in North Carolina, where Pillai raised concerns about trade tensions with the incoming administration. It was during this meeting that Pillai was introduced to Charles F. McDowell IV, a partner at Checkmate Government Relations and a close associate of Donald Jr.
Impressed by McDowell’s ability to navigate Washington’s political landscape, Pillai recommended his services to Ontario Premier Doug Ford, who was leading the Council of the Federation at the time. The result was an $85,000 per month contract with the lobbying firm, aimed at facilitating discussions with U.S. officials and advocating for Canadian interests.
The firm, which has ties to the Trump administration through its co-founders and employees, has pledged to assist the premiers in their diplomatic efforts. Despite the challenges, the premiers managed to secure meetings with senior White House officials during their visit to Washington. While the outcome of these discussions remains uncertain, the premiers remain focused on preventing tariffs and maintaining strong bilateral relations.
The visit to Washington was a critical step in demonstrating Canada’s commitment to resolving trade disputes and fostering cooperation with the U.S. Despite recent comments from President Trump, the premiers remain optimistic about finding common ground and avoiding further escalation. With the assistance of the lobbying firm, the premiers are determined to navigate the complex political landscape and protect Canada’s economic interests.
In conclusion, the decision to hire a Washington lobbying firm was a strategic move by Canada’s premiers to safeguard the country’s economic interests and prevent a potential trade war with the United States. By leveraging their connections and expertise, the premiers are working towards maintaining positive relations with the U.S. and finding mutually beneficial solutions to trade disputes.
