Proof

Director of Product Design (Canada) | JobSetuu

Proof

Canada
['Full-Time']

Posted 2 दिन पहले • Via jobicy.com

Description

Job Overview

  • Source: Jobicy

Job Description

LOCATION: Remote anywhere in Canada

About Proof

Proof is the service-of-process marketplace modernizing how legal documents move through the real world. 10,000 law firms trust us with documents that have legal consequences: a serve has to reach the right person, at the right address, under the right rules, with a court-ready affidavit proving what happened.

That promise only looks simple from the outside. Underneath is a multi-sided operating system: customer intake, jurisdiction-specific logic, server dispatch, mobile field workflows, exception handling, affidavits, and ops tooling all have to work together without exposing the mess to the user.

Great design here means making the complex feel effortless — for customers under pressure, independent servers in the field, and the internal teams keeping the network moving.

The role

As Director of Design, you'll help decide what Proof builds and how it gets built. You'll report to the CPO, sit on the tech leadership team, and partner directly with Product, Engineering, and the executive team.

Design at Proof is not a downstream execution function — it is part of how we understand customers, choose problems, set strategy, and turn legal complexity into products people trust. You'll coach a team, raise the quality bar across squads, and stay close enough to the work to raise its quality.

What you'll own

  • Product strategy through design. You'll be a strategic partner to the CPO and CTO, helping teams decide which problems matter, what good looks like, and how customer insight should shape the roadmap.
  • The end-to-end product experience. You'll lead design across the full Proof system: customer workflows, field tools for independent servers, internal operations workflows, new product surfaces, and the connective tissue between them.
  • Our design system and interaction patterns. We've built a foundation we're proud of. You'll evolve it, drive deeper adoption across squads, and make sure it keeps creating leverage as the product grows across web and mobile.
  • Customer understanding as a team habit. You'll build lightweight research practices that keep designers and product teams close to real users, real workflows, and real tradeoffs.
  • AI product judgment. You'll help define where AI can make Proof faster, clearer, and more reliable — and where restraint, transparency, and trust matter more than novelty. The cost of a wrong serve isn't a bad UX. It's a dismissed case. Trust is the product.
  • A high-leverage design team. You'll manage two excellent designers, hire thoughtfully to grow the team, and build the operating rhythm for a team that stays close to the work and raises the bar across every squad.
  • Brand as part of the product experience. You'll own the quality and consistency of how Proof shows up — not as a separate brand exercise, but as part of earning trust in a serious, high-stakes category.

How we think about design

  • Simplify to amplify. The work is complicated. The product shouldn't feel that way.
  • Talk to humans. Ground decisions in real research, not assumptions.
  • Clarify consistently. Use patterns in language, structure, and interaction so users don't have to re-learn the product.
  • Design for trust. In legal workflows, clarity, accuracy, and restraint matter as much as speed.

Who we're hiring

We're looking for a design leader who moves fluidly between product strategy, systems thinking, and hands-on craft. All three are part of the job.

You'll be a strong fit if:

  • You've designed complex, multi-actor B2B workflows where the hard part was understanding the work, not decorating the screen — and you can turn that mess into a product that feels clear, trustworthy, and fast.
  • You think in patterns, information architecture, and reusable systems — and you know when a design system creates leverage versus slows people down.
  • You've managed designers with range: hiring, coaching, giving direct feedback, raising craft, and helping strong ICs grow into product thinkers.
  • You can influence product strategy with customer evidence, not just design taste. You're comfortable pushing on the problem, the sequencing, and the tradeoffs.
  • You're excited to stay close to the work. You don't need to be the primary designer on every project, but you should still be able to make the work better in Figma, in critique, and in product conversations.
  • You move quickly without becoming sloppy. You know when to ship, when to sharpen, and when the team needs a stronger point of view.

Bonus points if you have:

  • Experience in legal tech, logistics, marketplace operations, support tooling, or another domain where the workflow is the product.
  • Strong product instincts around AI: where it creates real leverage, where it creates risk, and how to make it useful instead of gimmicky.
  • Cross-platform experience across web and mobile.
  • Experience building or resetting design quality in a Series B/C environment.

This probably isn't the right seat if:

  • You want to manage managers more than shape the work.
  • You haven't been meaningfully hands-on in the last couple of years.
  • You reach for heavy process before understanding the problem.
  • Your portfolio is primarily brand or visual design without deep product work.
  • You want a large org, more management layers, or a title path that pulls you away from the product.

Why now

Proof is gaining market share quickly, and the platform is getting more complex as we grow. Your job is to keep the experience effortless as the surface area scales — because effortless is what compounds into leverage in a category like ours.

This role comes with autonomy, real strategic surface area, and direct exposure to leadership in a company moving fast. It's one of the last leadership seats on an experienced tech team building best-in-class software in a category most people overlooked. We'd like you to help shape what comes next.


Benefits:

  • Full-time, salary position
  • Fully remote role, based in Canada
  • Flexible time off and holidays 
  • Equipment provided
  • Comprehensive benefits package, including healthcare, dental, and disability insurance

Compensation:

  • 220,000 - 250,000 CAD based on experience and location. Must be located in Canada
  • Eligible to participate in company bonus plan

Expert Career Tips for Director of Product Design (Canada) Roles

To succeed in a competitive market as a Director of Product Design (Canada), you need more than just technical skills. Here are some expert strategies to elevate your profile:

  • Build a Strong Portfolio: For technical roles, a clean GitHub or a personal project site is essential. For non-technical roles, a case study portfolio demonstrating problem-solving and impact is equally valuable. Show, don't just tell, what you have achieved in your previous positions.
  • Master the Narrative: When interviewing, use the STAR method (Situation, Task, Action, Result) to structure your answers. Quantify your results wherever possible—mentioning "increased efficiency by 20%" is much more impactful than saying "improved efficiency."
  • Continuous Learning: The industry moves fast. Whether it's staying updated with the latest AI tools or mastering a new management methodology, continuous professional development is key. Consider obtaining industry-recognized certifications that align with Director of Product Design (Canada) requirements.
  • Networking: Connect with other professionals in similar roles. Join online communities, attend webinars, and engage in meaningful discussions on professional social networks. Often, the best opportunities come through referrals and community engagement.
  • Soft Skills Matter: Communication, empathy, and leadership are often the deciding factors between two equally qualified technical candidates. Cultivate these skills as they are universally valued across all industries and seniority levels.

Additionally, research the specific company's culture and values. Tailoring your application to show how you align with their mission can significantly increase your chances of moving forward in the process.

Salary & Compensation

Salary not disclosed; typically competitive for the role.

Work Arrangement

Type: On-Site

Standard business hours at the office.

Comprehensive Application Strategy & Hiring Process

Applying for a new role is a marathon, not a sprint. Follow this strategic approach to maximize your success rate:

1. Initial Research & Tailoring

Don't send the same resume to every employer. Spend at least 30 minutes researching the company. Look for recent news, their product roadmap, and their team structure. Modify your summary and core competencies to reflect the specific keywords found in the job description.

2. The Perfect Cover Letter

If the application allows for a cover letter, use it to tell a story that your resume cannot. Explain why you are passionate about this specific company and how your unique background makes you the perfect fit for the challenges they are currently facing.

3. Navigating the Multi-Stage Interview

Most modern hiring processes involve 3-5 stages. This typically includes a recruiter screen, a technical or skill-based assessment, a peer interview, and a final leadership round. Prepare for each stage differently: focus on enthusiasm and fit for the recruiter, technical depth for the assessment, and strategic vision for the leadership round.

4. Post-Interview Follow-Up

Always send a personalized thank-you note within 24 hours of each interview. Reference a specific topic discussed during the call to demonstrate your active listening and genuine interest in the role.

By following these steps, you demonstrate a high level of professionalism and attention to detail that sets you apart from the average applicant.

Typical Interview Process

  1. Resume screening
  2. HR call
  3. Skill interview
  4. Final manager interview
  5. Offer

Tip: Research the company's products and culture.

Global Market Intelligence & Relocation Insights

At JobSetuu, we specialize in helping talent navigate the global job market. Here is what you need to know about the current landscape in Global and beyond:

The demand for skilled professionals is increasingly borderless. For roles based in Global, understanding the local cost of living, visa requirements (if applicable), and cultural nuances is vital. If this is a remote role, consider the time zone alignment and the asynchronous communication culture of the hiring organization.

Relocation Support: Many forward-thinking companies offer relocation packages that include moving stipends, temporary housing, and legal assistance with work permits. When evaluating an offer, look beyond the base salary—consider the total compensation package, including equity, bonuses, and healthcare benefits.

Work-Life Balance Trends: Hybrid and remote work have become standard in many regions. Research the local labor laws and common practices regarding work hours and vacation time to ensure the role aligns with your lifestyle goals.

Leveraging JobSetuu's tools can help you compare salaries across different cities and understand the "purchasing power" of your potential offer, ensuring you make an informed decision for your long-term career path.

Skills & Competency Roadmap for Professional Development

To remain competitive in Professional Development, we recommend focusing on the following core competencies over the next 12-18 months:

  • Technical Mastery: Deepen your expertise in the core tools and languages relevant to your field. For developers, this might be cloud architecture; for marketers, it might be data-driven attribution modeling.
  • AI Augmentation: Learn how to leverage generative AI and automation tools to increase your productivity. Understanding how to integrate these technologies into your workflow is becoming a non-negotiable skill.
  • Leadership & Strategy: Even in individual contributor roles, the ability to think strategically and lead projects from inception to completion is highly valued. Focus on stakeholder management and high-level project planning.
  • Data Literacy: The ability to interpret data and use it to drive decisions is essential across all business functions. Familiarize yourself with data visualization and basic analytical concepts.

By investing in these areas, you not only prepare yourself for the role you are applying for today but also build a resilient foundation for the opportunities of tomorrow.

Apply via JobSetuu

Discover your next career milestone on JobSetuu. This Director of Product Design (Canada) position is part of our commitment to bringing you the most relevant and high-impact job openings globally. At JobSetuu, we simplify your job search by aggregating premier listings and providing the tools you need to stand out. Don't miss the chance to elevate your professional journey—explore more opportunities and career insights on our platform today.

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