Churchill
Strategy
is not your
average
agency.
We are a powerhouse
of innovation
and expertise,
with a proven track record
of transforming ideas into impactful campaigns.
With over
a decade of experience in politics,
advocacy,
and brand strategy,
we’ve built
a reputation
for winning campaigns
that deliver
real-world results.

At Churchill Strategy, Winston Pon leads with one simple vision: to craft bold, creative campaigns that achieve real-world impact. With over a decade of experience in political strategy, digital advocacy, and branding, Winston has become a trusted name in delivering high-impact, results-driven campaigns that win.

Winston’s career is defined by his strategic leadership on high-profile campaigns across Canada. He has played key roles in some of the most influential political victories in Alberta and Saskatchewan, where his digital strategy and innovative approaches have helped candidates and causes rise to success.

In Premier Jason Kenney’s campaigns, Winston was a key architect behind the digital engagement strategy, helping secure a historic win that reshaped Alberta’s political landscape. His work in Kerry Diotte’s campaign was also instrumental in flipping Edmonton’s seat back from the NDP, deploying targeted digital campaigns and grassroots mobilization to swing the tide.

Beyond the political arena, Winston is deeply committed to shaping communities. He played a significant role in the Chinatown Transformation Collaborative’s Dragon Food Tour, an initiative that not only revitalized Edmonton's Chinatown but was also recognized as a finalist for the 2025 Edmonton Tourism Awards, a testament to Winston’s ability to blend culture with strategy.

Winston’s leadership extended beyond provincial borders when he spearheaded Alberta is Calling, a campaign aimed at attracting thousands of skilled workers to Alberta. Through powerful storytelling and targeted outreach, Winston helped Alberta position itself as a province of opportunity, significantly boosting migration and economic development.

In 2024, Winston took on a critical role in Premier Scott Moe’s re-election campaign, helping the Saskatchewan Party secure its fifth consecutive majority. His digital strategy and comprehensive engagement efforts—spanning social media, livestreams, and direct outreach—reinforced the message of economic stability and future growth for Saskatchewan.

Additionally, Winston’s expertise was pivotal during the Papal Visit to Alberta in 2022, where he provided media relations, community outreach, and digital strategy to ensure the visit was a success, fostering deeper ties between the Catholic community, Alberta, and the global stage.

At Churchill Strategy, Winston leads a team of forward-thinking professionals who share his vision of boldness, creativity, and integrity. Winston is personally involved in every campaign, ensuring that each initiative is driven by strategy, creativity, and measurable success.

With a proven track record in political strategy, community engagement, and innovative campaign solutions, Winston continues to set the bar for campaigns that create lasting impact.