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Rob “Happy” Gilmour
Partner at Crestview Strategy
Rob "Happy" Gilmour is a Partner at Crestview Strategy, a leading public affairs agency based in Canada.13 He joined the firm as a Vice President in December 2021 and was promoted to Partner in May 2024.2
Professional Background
Rob Gilmour has over 20 years of experience in public affairs, stakeholder relations, communications, and campaign leadership.2 His areas of expertise include:
- Provincial politics
- Labour and union issues
- Transportation
- Municipal and community relations
- Accessibility
- Not-for-profit sector
Throughout his career, Gilmour has held several notable positions:
- Deputy Executive Director at PC Caucus Services
- Senior Vice President at The Daisy Group
- Vice President of Marketing Partnerships and Public Affairs at Student CarShare
- Senior Consultant at Hill+Knowlton Strategies
Political Experience
Gilmour has extensive experience in politics, having worked on Parliament Hill and at Queen's Park for two progressive conservative governments.2 He has served in senior roles on numerous successful leadership, central, and local campaigns.2 His political acumen is further demonstrated by his involvement in:
- Overseeing research and political operations for the Ontario PC Caucus
- Knocking on over 30,000 doors for rural and urban Progressive Conservative candidates
- Co-authoring a political fundraising manual
Education and Personal Achievements
Rob Gilmour earned a Bachelor of Arts degree in English Language and Literature from Brock University.2 During his time at university, he was elected as the student council president, mirroring a similar achievement from his high school years.2
Current Roles and Involvement
In addition to his role at Crestview Strategy, Gilmour:
- Serves on the Board of Governors for George Brown College
- Is a member of the advisory board for ParaGolf Canada
- Assists a Canadian Paralympic gold medalist and a world-renowned trick golf entertainer in their advocacy for inclusion and accessibility3
Rob "Happy" Gilmour is known for his passion for people and public affairs, his skills as a coalition-builder, and his dedication to his clients' success.3
Highlights
I’m happy to share that I’m starting a new position as Partner at Crestview Strategy!
There are no second place or game seven overtime losses here, and most of us love "Get Out the Vote" (GOTV) activities in our political and corporate lives.
With that, I am humbly asking my friends and network to read about, and please consider voting for Mark DeMontis today, and every day until May 19th.
Aside from being a wonderful human whose accomplishments are too many to mention here (seriously - google Mark DeMontis if you want positive inspiration) Mark is the founder of Canadian Blind Hockey and a finalist for the National Hockey League (NHL)'s Willie O'Ree Community Here Award.
There are no wrong choices with these three inspirational finalists, but if you have a moment, please double tap your stick on the ice, check out Mark's incredible story and consider taking 22 seconds to lend him your online hockey community support:
