Senior Legal Counsel

Senior Legal Counsel

Remote, Canada

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 on a mission to help Canadians build long-term wealth through bitcoin. Over the past few years, we've expanded beyond buying and selling bitcoin to offer a growing suite of everyday financial products - including the Shakepay Card, direct deposit, bill payments and Interac e-Transfer - making it easier to earn, save and use bitcoin every day. Today, more than 1.5 million Canadians use Shakepay to grow their bitcoin savings and take control of their financial future as we continue to push the boundaries of what modern financial services can look like.

We're regulated as an investment dealer 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.

About the role

As Senior Legal Counsel, you'll help shape how millions of Canadians interact with money. You'll work alongside product, compliance and executive leadership to solve novel legal questions at the intersection of crypto, payments and financial regulation. This is a hands-on role for someone who can navigate ambiguity, provide practical recommendations and wants to help build - not just protect - the business.

What you'll be doing

Partner with Product, Compliance and business teams to help design and launch new products, translating complex legal and regulatory requirements into practical solutions.

Advise on a broad range of legal and regulatory matters across securities, AML/ATF, payments, consumer protection and other areas impacting Shakepay's business.

Lead regulatory initiatives, including supporting examinations, audits, licensing work, policy development and engagement with regulators.

Provide practical, business-oriented advice to leaders across the company, helping teams navigate ambiguity and make informed decisions while balancing legal, regulatory and operational considerations.

Identify opportunities to leverage AI, automation and scalable processes to improve how legal work gets done and enable the business to move faster.

Support the team on a variety of other legal matters as needed, including commercial agreements, corporate governance, employment and strategic projects.

Who we're looking for

Canadian-qualified lawyer with 5+ years of experience, ideally in fintech, payments, financial services, crypto, or a fast-moving technology company.

Able to operate independently in a lean team, make decisions with incomplete information, and move work forward without heavy oversight.

Business-oriented legal judgment: you start from the product or business outcome, then help the team understand risk, options, and a recommended path.

Comfortable advising product and operational teams directly, including on ambiguous questions where there may not be a perfect answer.

Strong written and verbal communication skills, with the ability to turn complex legal issues into clear, practical guidance for non-legal stakeholders.

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: Develop with continuous feedback and quarterly performance and compensation review.

Health & wellness: Access to 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.