Senior Legal Advisor

Shakepay

Senior Legal Advisor contributing to product development and regulatory compliance at Shakepay. Collaborating across teams to deliver legal counsels in a highly regulated environment.

Posted 7/8/2026full-timeRemote • 🇨🇦 CanadaSenior💰 CA$150,000 - CA$220,000 per yearWebsite

About the role

Key responsibilities & impact

Collaborate with Product, Compliance and Operations teams to help design and launch new products, translating complex legal and regulatory requirements into practical solutions.
Advise on a wide range of legal and regulatory matters related to securities, AML/CFT, payments, consumer protection, and other areas affecting Shakepay’s business.
Lead regulatory initiatives, including supporting reviews, audits, licensing work, policy development and engagement with regulators.
Provide practical, business-focused legal advice to business leaders, helping teams manage 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 is done and enable the company to scale faster.
Support the team on a variety of other legal matters as needed, including commercial agreements, corporate governance, employment and strategic projects.

Requirements

What you’ll need

Licensed lawyer in Canada with more than 5 years of in-house experience, ideally in fintech, payments, financial services, crypto, or a fast-growing technology company.
Able to work independently within a small team, make decisions with incomplete information and move work forward without excessive supervision.
Business-focused legal judgment: you start from the product or business outcome and help the team understand the risk, options and recommended path.
Comfortable advising product and operations teams directly, including on ambiguous issues 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 advice for non-legal stakeholders.

Benefits

Comp & perks

🤝 Become an owner: Every employee receives stock options as part of their compensation.
🥅 Reach your goals: Annual salary reviews.
🦷 Health and 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 offices in Montreal and Toronto.
🆙 Level up: An annual $2,000 budget for courses, certifications and training to support your career growth.
🌴 Vacation: 20 days of vacation per year. And if you use all your vacation days, we provide a $1,000 bonus.
🐣 Parental leave: Receive a parental leave top-up of up to 100% of your salary for 18 weeks.
🙌 Have fun together: Quarterly team- or company-wide outings to encourage in-person connection.

ATS Keywords

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Applicant Tracking System Keywords

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Hard Skills & Tools

Legal AdviceRegulatory InitiativesPolicy DevelopmentCommercial AgreementsCorporate GovernanceAML/CFT ComplianceConsumer Protection LawRisk AssessmentLicensing WorkStrategic Project Support

Soft Skills

Decision-MakingCollaborationManaging AmbiguityAdvising StakeholdersIndependent Work

Certifications

Licensed Lawyer