Head of Creative Strategy

Clever Digital Marketing

. Build and lead CDM’s Creative Strategy function, defining methodologies, standards, and the operating system for researching, ideating, testing, learning, and scaling creative .

Posted 10/21/2026full-timeRemote • CanadaLeadWebsite

Core Competencies

Role fit

Core Competencies

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Demonstrates expertise in leading creative strategy, building and scaling teams, and developing AI-enabled workflows that connect creative decisions to measurable business outcomes. Strong ability to create testing frameworks and learning systems while maintaining high creative quality standards across portfolios.

Highest-signal resume keywords

Creative Strategy LeadershipPerformance Marketing UnderstandingCross-Functional LeadershipCreative Testing FrameworksAI Application in Creative Processes

ATS Keywords

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Applicant Tracking System Keywords

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Hard Skills

Creative StrategyPerformance CreativeCreative Testing FrameworksConsumer PsychologyDirect Response MarketingData AnalysisCreative Quality StandardsLearning SystemsTeam BuildingPortfolio Management

Soft Skills

Clear CommunicationDecisive LeadershipSimplifying ComplexityDriving Adoption

Tools & Technologies

AI-Enabled WorkflowsCreative Intelligence ToolsEditing ToolsDesign Tools

Industry Keywords

Lead GenerationHigh-Ticket ServicesCROLanding-Page TestingUGCFounder-Led CreativeSpokesperson-Led Creative

About the role

Key responsibilities & impact

Build and lead CDM’s Creative Strategy function, defining methodologies, standards, and the operating system for researching, ideating, testing, learning, and scaling creative
Manage Senior Creative Strategists and the Performance Creative Manager
Build systems that turn customer, market, and performance data into actionable creative direction
Create a cross-account learning system so wins, losses, hypotheses, and insights compound across the portfolio
Set and maintain the strategic and creative quality bar across the department
Ensure Creative Strategy and Creative Execution scale together through quality, capacity, velocity, prioritization, and feedback loops
Build testing frameworks, briefing standards, and learning loops
Build training, playbooks, and frameworks for Media Buyers and Creative
Build AI-enabled workflows for research, analysis, creative intelligence, and decision-making
Partner with Paid Social, CRO, Paid Search, Client Success, and leadership
Connect creative decisions to business outcomes including Creative Win Rate, CPL, CPS/CPD, lead quality, COM, and account growth
Hire and develop future Creative Strategy talent
Success includes introducing new creative ideas, improving evidence-based iterations, strengthening briefs and recommendations, sharing learnings across accounts, adopting AI-supported workflows, and building a repeatable creative-strategy engine

Requirements

What you’ll need

Proven experience leading creative strategy or performance creative
Experience building or scaling a team, department, or operating system
Strong performance-marketing and commercial understanding
Strong direct-response and consumer-psychology background
Experience building creative testing frameworks, learning systems, and standards
Experience managing strategists and/or creative-production teams
Strong cross-functional leadership and ability to drive adoption
Strong understanding of AI and how to apply it across a team, not just individually
Ability to operate at portfolio level while maintaining a strong account-level creative quality bar
Clear, decisive communication and ability to simplify complexity and turn strategy into action
Nice to have: lead generation or high-ticket services experience
Nice to have: home improvement experience
Nice to have: CRO and landing-page testing familiarity
Nice to have: UGC, founder-led, or spokesperson-led creative experience
Nice to have: hands-on familiarity with editing or design tools

Benefits

Comp & perks

Competitive base salary + performance-based bonuses
Flexible remote work environment with option for in-person collaboration (Vaughan, ON)
Group Benefits - Medical, Dental, Vision, RRSP/401k Plan w/matching, more.
Company-provided MacBook computer
Home office budget and Clever merch delivery to get you started
Work Abroad Policy
The chance to shape and grow a high-performing Client Success team
A culture of performance and respect where the best work happens with extreme ownership and accountability meets collaboration.
Reasonable accommodations during the recruitment and selection process