Monks is a new kind of agency, built from the ground up by award-winning creatives, top data scientists and cutting-edge media people willing to defect from the old agency model to create smarter work. Challenging convention, we bridge the gap between meaningful storytelling, data-led optimization and commerce. A spirit of curiosity, relentless creativity and data-informed decision making define our culture and people.

About Media Strategy The Media

Strategy department is the strategic heart of Monks' media offering: a unified team bringing together deep expertise in media strategy, media planning, and account management. We build integrated, full-funnel media strategies that connect brand storytelling to measurable business outcomes, powered by AI-enabled workflows and analytical rigor.

The Associate

Director, Media Strategy leads key strategy and planning workstreams on one of Monks' most important client relationships: owning deliverables end to end and serving as a trusted day-to-day client contact. A track record of managing and growing account workstreams Ability to tell data-driven stories and extract key insights for senior-level clients Full-funnel understanding of the media landscape across Social, Search, Programmatic/Digital Investment, Holistic Video, OOH, and Direct Partnerships.

Experience managing and stewarding career growth for direct reports Serve as a lead day-to-day point of contact with media client stakeholders. Develop go-to-market strategies and integrated, full-funnel media plans informed by rich consumer and industry insights with a laser focus on outcomes. Prepare executive-level deliverables on performance, strategic POVs and competitive analysis.

Analyze data,



craft insights and make recommendations internally and externally in deck form. Maintain executional and performance excellence through ongoing collaboration with Activation, Investment and Data & Measurement teams. Establish relationships with platform partners to stay current on offerings and maximize media value.

Track and manage the client scorecard to ensure the team is set up to hit performance goals. Lead and manage 1-3 direct reports; 7+ years of industry experience focused on media strategy, planning and client service. ~ Eager to forge long-term client partnerships built on mutual trust and fueled by ongoing performance. ~ Proficient in media strategy with experience across digital direct, programmatic, social and search plus fluency in brand and offline channels. ~ Ability to craft compelling, data-driven narratives for client deliverables. ~ Experienced with syndicated planning and competitive insight tools (e.g., Comfortable adopting AI-enabled tools and helping the team work smarter. ~ Excellent written and verbal communication skills; At Monks, we believe in fostering an environment where a diversity of perspectives can thrive. We proactively work to design hiring processes that promote equity and inclusion while mitigating bias.

We celebrate diversity and are committed to building a team that reflects the communities we serve. This role is subject to our Return to Office (RTO) policy.



If you reside within a commutable distance of one of our office locations, you will be expected to work from the office a set number of days per week.

The specific details, including the number of required office days, will be in accordance with the company’s then-current RTO policy, which is subject to change from time to time.

Salary Range$137,000-$160,000 CAD Monks is the global, digital-first, data-driven, unitary operating brand of S4 Capital plc. By deploying bespoke intelligent agents across disciplines and delivering culturally relevant, high-impact creative and digital solutions, Monks solves key critical business challenges across the entire brand enterprise to help brands sustain long-term impact.

Monks was named a Contender in The Forrester Wave: Global Marketing Services, ranks among Cannes Lions' Top 10 Creative Companies (2022-25) and remains the only partner featured in AdExchanger’s Programmatic Power Players list every year (2020-24).

Named

Adweek’s first AI Agency of the Year (2023) and The One Show’s inaugural AI Pioneer Organization, Monks was also awarded Business Intelligence Group’s 2025 Excellence in Artificial Intelligence Award in both the Organizational and AI Product categories. As a trusted partner to cutting-edge innovators in tech, Monks earned titles such as Optimizely Experimentation Partner of the Year (2025), runner-up for the Adobe Firefly Partner Award (2024), and Workato’s AI Visionary Customer Impact Award (2024). We are an equal-chance employer committed to building a respectful and empowering work environment for all people to freely express themselves amongst colleagues who embrace diversity in all respects.

📌 Associate Director, Media Strategy (Toronto)
🏢 Monks
📍 Toronto