Associate Creative Director, Art Director

BUILD SOMETHING PEOPLE LOVE

The company is Canada’s leading financial innovator. The company offers a full suite of simple, sophisticated financial products across managed investing, do-it-yourself trading, cryptocurrency, tax filing, spending and saving. The company currently serves more than 4 million Canadians and holds over $169 billion in assets under administration. The company was founded in 2014 by a team of financial experts and technology entrepreneurs, and is headquartered in Toronto, Canada.

We're proud of what we've built — and we're just getting started. Read our Culture Manual [link for members] and learn more about how we work [link for members]

At the company, we're interested in humans and money — and the complicated ways humans feel about money. Our goal in the creative department is to be a part of that conversation in meaningful ways that are completely innovative and new. We have a deep aversion to making things that already exist and to ads that feel like ads.

We are looking for an experienced Associate Creative Director, Art Director to help us create innovative, human and ridiculously entertaining work. In this role you will often work as a team with a copywriter partner, but you’ll also collaborate with designers, writers, marketers and engineers across the org. You will be responsible for all aspects of creative development and production on integrated brand campaigns and projects large and small, and you will be leading creative voice in some of our biggest brand moments.

In this role, you’ll have the opportunity to

• Be a highly conceptual thinker with strong storytelling and design skills.

• Develop big ideas and bring them to life through every stage of production.

• Own large and small brand projects and campaigns from kickoff to completion, often balancing multiple projects at once.

• Be a maker-owner, but also a director-delegator, and find the right balance between those two roles for each project.

• Provide art direction on visual design for integrated brand campaigns and projects of various scales and types – from film, social, digital, to interactive experiences.

• Be a creative and strategic thinker who can see how creativity can solve business problems.

• Use AI in a variety of ways. Whether it’s moving ideas into functional prototypes, drafts, mockups or animatics that can be evaluated more quickly, or developing and refining AI workflows for internally created assets.

• Present work in a clear, passionate and dynamic way, championing the creative and vision to internal stakeholders.

• Manage relationships with outside production partners when necessary.

Skills You Bring

• 6-10+ years of experience as an Art Director (agency experience preferred, but not necessary).

• Ability to concept and art direct, developing storyboards, comps or animatics without assistance from the Design team

- Extensive experience with integrated campaigns, from strategic development
through creative development and delivery

• Production experience across all platforms - film, digital, social, and print

- Well-versed in Adobe Creative Suite and able to be a hands-on creative delivering
comps, layouts, and assets across all media types as well as give direction to studio
designers where applicable

• Familiarity with AI image and video generation tools.

• A truly collaborative creative approach.

• Give and receive constructive feedback in a respectful manner

• Travel for production when necessary.

WHY the company?

🌸 Top-tier health benefits and life insurance

📈 Long-term group savings with employer match, through the company for Business

🌴 20 vacation days, 4 wellness days, and unlimited sick and mental health days per year*

✈️ 90 days away: work outside Canada for up to 90 days per year*

👥 Employee resource groups, including Rainbow (2SLGBTQ), Women of WS, and Black at WS

🌎 We are a hybrid team with over 1,500 employees across North America. The people are one of the best parts of working here: you'll collaborate with incredibly talented, curious, and driven teammates who are deeply committed to doing great work.

*Unlimited paid sick days, Wellness Days and the 90 day away program do not apply to certain roles.

ICYMI

Technology & Innovation at the company: We move quickly and build thoughtfully. That means we're always looking for better ways to work — whether that's new tools, AI, or rethinking how we approach a problem. We don't expect you to have all the answers, but we do expect curiosity and a willingness to evolve alongside the products we're building.

Inclusion Statement: We're building products for a diverse world, and we need a diverse team to do it well. We strongly encourage applications from everyone, regardless of race, religion, colour, national origin, gender, sexual orientation, age, marital status, or disability status.

Accessibility Statement: We're committed to an accessible hiring experience. If you need any accommodations throughout the interview process, please let us know — we'll work with you to make sure you have what you need. We also welcome any feedback on how we can better accommodate candidates with accessibility needs.

AI in Hiring: We may use artificial intelligence (AI) tools to support parts of our hiring process, such as reviewing applications, analyzing resumes, or assessing responses. These tools assist our team but don't replace human judgment – all final hiring decisions are made by people. If you have questions about how your data is used, reach out to us.