Senior Marketing Designer

Willful makes estate planning simple, affordable, and accessible for Canadians. Since 2017, more than 400,000 people have trusted us with their estate planning journey.

Estate planning is a high-trust, high-stakes space. Visual design plays a meaningful role in how people perceive credibility, clarity, and care. Good design at Willful should feel calm, considered, and confident, never loud or overproduced.

We’re looking for a Senior Marketing Designer with exceptional taste.

Reporting to the Head of Marketing, this newly created, fully remote role is for someone who has strong visual judgment and cares deeply about quality, consistency, and restraint. You’ll be responsible for the look and feel of Willful’s marketing across email, web, paid, social, partnerships, and print, and for raising the bar on how the brand shows up everywhere customers encounter it.

This is a senior, hands-on individual contributor role with clear ownership. You’ll set the visual standard for marketing, make decisions about what good looks like, and execute the work yourself.

This is a newly created role, and starts as a 6-month contract, with a clear opportunity to transition to a permanent position based on performance and mutual fit.

• Visual taste and brand quality: Own and elevate Willful’s marketing visual language. Set a high bar for clarity, consistency, and polish across all customer-facing marketing assets.
• End-to-end marketing design: Design across email, website, landing pages, paid ads, social content, partnerships, and print, ensuring everything feels cohesive and intentional.
• Design that supports outcomes: Create work that is visually strong and conversion-focused, balancing brand expression with performance goals.
• Email and lifecycle design: Design distinctive, on-brand email templates and campaigns that work closely with CRM and content strategy.
• Web and landing pages: Design high-quality marketing pages in Figma with attention to hierarchy, flow, and usability.
• Partnership and co-branded assets: Produce polished materials for high-profile partners that reflect trust and credibility.
• Judgment under constraints: Make smart design decisions quickly, with imperfect inputs, limited time, or evolving requirements.
• Design systems and standards: Establish and maintain lightweight systems, templates, and guidelines that improve quality and speed without over-engineering.
• Thoughtful use of tools: Use modern design and AI tools to support quality and efficiency, without sacrificing judgment or taste

• Willful’s marketing looks consistently high-quality, calm, and credible across every channel.
• Stakeholders trust your judgment.
• Marketing execution feels more cohesive and easier to scale.
• Design elevates clarity and confidence without adding noise.
• Design supports on-time campaign launches through reliable timelines, clear handoffs, and execution-ready assets.

• You have 5–8 years of experience designing for marketing in consumer tech, direct-to-consumer (DTC), or similar environments.
• You have excellent taste. Your portfolio shows restraint, attention to detail, and strong visual judgment.
• You understand how design builds trust and influences decision-making, especially in high-stakes or regulated spaces.
• You’re comfortable owning visual decisions from concept through execution.
• You design with the user in mind and care about clarity as much as aesthetics.
• You’re fluent in tools like Figma, Webflow, and email marketing platforms.
• You’re comfortable collaborating cross-functionally and explaining your decisions clearly.
• You use AI and automation as tools to improve workflow and output, not as shortcuts.
• You care deeply about quality and notice when something is slightly off.

• Motion, animation, or light video work.
• Experience designing in trust-based categories (finance, legal, health).
• Experience building and maintaining lightweight design systems.

• Anticipated salary range of $95,000 to $125,000. The exact salary will be dependent on the successful candidate’s relevant skills, experience, and qualifications.
• Participation in employee stock option plan (ESOP)
• Comprehensive benefits plan, including health, dental, and vision
• Flexible perks including the choice of a health spending account (HSA) or RRSP matching
• A $500 wellness budget to support your physical, mental and emotional health
• Monthly meal and entertainment budget
• 4.5 day work week year-round, and flexible work hours to accommodate both work and home life
• Company-wide paid “recharge” days off in December, in addition to your vacation time
• Competitive parental leave policy
• Fun and inclusive virtual team events
• In-person team and company-wide events

Willful is committed to building a diverse team and encourages applications from individuals from underrepresented groups, including but not limited to women, racialized individuals, Indigenous people, LGBTQ+ individuals, and persons with disabilities. We are also committed to providing reasonable accommodations to applicants with disabilities during the recruitment process. If you require an accommodation at any stage of the application or interview process, please let us know and we’ll work with you to ensure a fair and accessible experience.

We’re looking for the right person to join our team so this role isn’t limited by geography and will be 100% remote. The only requirement is that you must be legally able to work in Canada. You’ll attend in-person company retreats and strategic planning sessions a few times a year.

ASAP

If you’re ready to help shape Willful’s voice and engage Canadians on a topic that truly matters, we’d love to hear from you. Please submit:

1. A few sentences explaining why you’re excited about Willful and how your experience aligns with our needs.
2. 2–3 design samples, including at least one email or promotional piece. Feel free to share published or speculative content (and label accordingly).

Here’s what you can expect.

1. Interview with Head of Marketing (45 min)
2. At-home assignment (compensated)
3. Final interview with CRO (45 min)
4. References
5. Offer

Willful uses artificial intelligence tools for internal note-taking purposes only. These tools do not influence candidate screening or hiring decisions and are used solely to support accurate documentation and efficient communication.