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Posted 1 month ago

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Creative Lead, Brand Experience

TorontoHybridFull-time

AI Summary

Lead creative leader responsible for brand, experience and AI-driven innovation, shaping how the brand shows up across digital, campaigns, and events.

About this role

Caseware is one of Canada's original Fintech companies, having led the global audit and accounting software industry for over 30 years, with more than 500,000 users across 130 countries and available in 16 different languages. While you might not have heard of us (yet) over 36,000 accounting and audit professionals list Caseware as a skill on their LinkedIn profiles!

We are looking for a Lead Creative, Brand & Experience to lead and evolve our creative function at the intersection of brand, data, and AI-driven innovation. This is a role for a bold creative leader who doesn’t just deliver assets but shapes how the brand shows up, stands out, and scales. We are looking for someone who understands that creativity today is both art and intelligence, where insights, performance data, and AI tools modernize how we create.
❗This is an existing vacancy.
This is a full-time, permanent position.
📍This is a hybrid role, requiring the successful candidate to work three days a week at our Toronto office (351 King St E, Toronto, ON).

What you will be doing:

Creative Leadership & Execution
  • Lead the development and delivery of high-quality creative across digital, campaigns, events, and brand initiatives
  • Ensure all creative outputs align with brand standards, messaging, and strategic objectives
  • Translate complex business and product concepts into compelling visual and narrative experiences
  • Act as a brand guardian and innovator, ensuring consistency while continuously evolving how we show up
  • AI-Driven Creative Innovation
    • Integrate AI tools into the creative workflow (generative design, content automation, ideation)
    • Identify opportunities to improve speed, scale, and personalization through AI
    • Stay ahead of emerging technologies and bring forward new ways of working
    • Data-Informed Creative Strategy
      • Leverage performance data, audience insights, and analytics to inform creative direction
      • Partner with the broader marketing organization to optimize creative effectiveness
      • Establish feedback loops to continuously improve creative based on results
      • Team & Workflow Management
        • Lead, mentor, and inspire a team of designers, producers, and external partners
        • Build a high-performing creative function that balances craft, speed, and scalability
        • Oversee intake, prioritization, and resource allocation across multiple stakeholders
        • Implement modern workflows that enable agility without compromising quality
        • Cross-Functional Collaboration
          • Partner closely with product marketing, brand, demand generation, and events teams
          • Act as a strategic advisor, not just an execution partner, in campaign and content planning
          • Ensure creative is integrated early in the go-to-market process
          • Creative Operations & Systems
            • Optimize tools, systems, and workflows that support creative production
            • Champion scalable design systems, templates, and asset management
            • Drive operational excellence across the creative function

What You Bring

  • 8+ years of experience in creative services, design leadership, or creative operations
  • Proven ability to lead creative teams in a fast-paced, multi-stakeholder environment
  • Strong understanding of AI tools and their application in creative workflows
  • Experience using data and performance insights to guide creative decisions
  • A balance of strategic thinking and hands-on execution
  • Excellent communication and stakeholder management skills
  • What Sets You Apart

  • You see AI as an enabler of creativity, not a replacement
  • You are as comfortable discussing creative concepts as you are performance metrics
  • You bring a mindset of continuous improvement and experimentation
  • You understand how to scale creativity without sacrificing quality
  • Skills

    AI Tools In Creative WorkflowsAsset ManagementBrand StrategyCampaign PlanningContent AutomationCreative LeadershipCreative OperationsCross-Functional CollaborationData-informed StorytellingDesign SystemsGenerative DesignGo-to-market IntegrationPerformance Data-guided CreativeStakeholder ManagementTemplate SystemsWorkflow Optimization

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