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Head of Design

Remote, USA Full-time Posted 2026-06-17

At Shakepay, we’re on a mission to usher in the Bitcoin golden age. We’re reimagining financial services to give every Canadian their fair shake. Our culture is built around doing work that matters, winning as a team, and celebrating success. If you're the kind of person who values growth, shipping fast, and sharing your ideas openly with a group of like-minded people, come and build with us! About Shakepay

Since 2015, we’ve been building the Shakepay app to make buying and earning bitcoin fast, easy, and secure. In 2022, we launched the Shakepay Card, allowing shakers to earn bitcoin rewards when they shop. Today, more than one million Canadians use Shakepay to grow their bitcoin savings and take control of their financial future. 

We’re regulated across all Canadian provinces and territories, and backed by renowned venture capitalists with a funding of $44M. We have a passionate, loyal, and growing community, and we’re looking for people who want to help us build something truly special.

Head of Design

As Head of Design, you will define and drive the long-term design strategy that shapes how millions of Canadians interact with Shakepay. You’ll lead a high-performing design team, strengthen Shakepay’s design culture, and ensure our products set the standard for clarity, trust, and delight in financial services. This is a senior leadership role where you’ll influence company strategy, champion design excellence, and guide your team to consistently deliver experiences that build confidence and drive engagement.

What you’ll be doing
  • Define Shakepay’s design vision and strategy: Establish a long-term roadmap for product design, ensuring it aligns with business goals and customer needs.
  • Elevate design as a strategic function: Partner with Product, Engineering, Marketing, and Executive leadership to shape product direction.
  • Cultivate a high-performing design team: Strengthen design culture by fostering creativity, collaboration, and a relentless pursuit of excellence - helping push boundaries and deliver consistently delightful experiences.
  • Champion customer-centricity at scale: Oversee user research and insights programs, embedding data-driven design decisions into product development.
  • Mature design systems and operations: Drive the evolution of frameworks, tooling, and processes that allow design to scale efficiently and consistently across products.
  • Ensure design quality: Set high standards for UI, UX, and product storytelling, ensuring every touchpoint strengthens trust in Shakepay.
Who we’re looking for
  • Proven experience: 10+ years in product design, with at least 3 years leading design teams in high-growth consumer tech or fintech companies.
  • Strategic influence: You’ve partnered directly with executives and senior leaders to shape product direction.
  • Operational excellence: Experienced in building design systems, frameworks, and DesignOps practices that enable teams to ship faster while maintaining quality.
  • Customer obsession: You believe design starts with listening. You know how to balance customer insights with product strategy to guide high-impact decisions.
  • Mentor and multiplier: You inspire, coach, and grow your team - setting clear expectations and holding teams accountable to high standards.
  • Cross-functional collaborator: You thrive in close partnership with Product, Engineering, Marketing, and Operations, ensuring design is fully integrated into decision-making and execution.
  • Entrepreneurial mindset: Comfortable with ambiguity and complexity, you know how to chart a path forward, make tough calls, and rally teams around a bold vision.
  • Clear communicator: You excel at distilling complex ideas into crisp narratives that resonate with stakeholders, from designers and engineers to executives.
  • A genuine interest in Bitcoin and cryptocurrency: Experience working on cryptocurrency or FinTech products is preferred.

Why join us?

  • Help shape the future of money: Be part of a team that's revolutionizing financial services in Canada, one sat at a time.
  • Impact millions: As cryptocurrency continues to gain traction, our potential for growth is massive. You can help us bring Shakepay and Bitcoin to all Canadians.
  • Grow your career: We’re growing, and so can you! We have programs in place to encourage continuous learning, growth, and development.
  • Ideas, not titles: We want the best ideas to make their way through, no matter where they come from.

Perks and benefits

  •  Be an owner - Every employee has stock options as part of their total compensation 
  •  Reach your goals - Yearly salary assessments 
  • Health & wellness :  Access to comprehensive health and dental coverage, including health and wellness spending accounts. 
  • Remote-friendly: Work from anywhere in Canada, with optional access to our office spaces in Montreal and Toronto.
  •  Level Up: A $2,000 annual budget for courses, certifications, and training to support your career growth.
  • Time off: 20 days of vacation per year. And if you use all your vacation, we give you a $1,000 bonus.
  • Parental leave: Enjoy a parental leave top up to 100% of your salary for 18 weeks.
  • Have fun together: quarterly team-specific or company-wide offsite to connect with each other  

We understand that potential can be just as valuable as experience. If you're eager to learn, grow, and contribute to the mission but worry that you may not have the “right” experience, we still want you to apply. We encourage applications from everyone, regardless of background and life experience. We’re firm believers that a little bit of slope makes up for a lot of y-intercept.

Fluency in English is required due to the percentage of English-speaking customers and the nature of our platform, which is available to all Canadians. Apply To This Job

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