Remote opportunity at
ShakepaySenior Legal Counsel
Shakepay seeks a Senior Legal Counsel to join its remote team and help shape financial services for more than 1.5 million Canadians. Founded in 2015, the…
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About This Role
Shakepay seeks a Senior Legal Counsel to join its remote team and help shape financial services for more than 1.5 million Canadians. Founded in 2015, the company operates as a regulated investment dealer across all Canadian provinces and territories, offering everyday financial products such as the Shakepay Card, direct deposits, bill payments, and Interac e-Transfer alongside bitcoin trading. In this hands-on position, the attorney sits at the center of critical…
Job Description
Shakepay seeks a Senior Legal Counsel to join its remote team and help shape financial services for more than 1.5 million Canadians. Founded in 2015, the company operates as a regulated investment dealer across all Canadian provinces and territories, offering everyday financial products such as the Shakepay Card, direct deposits, bill payments, and Interac e-Transfer alongside bitcoin trading.
In this hands-on position, the attorney sits at the center of critical business decisions. The successful candidate will collaborate closely with product development, compliance, operations, finance, people operations, and executive leadership to guide new product launches and address complex regulatory questions. This opportunity suits an independent professional who values practical judgment, ownership over hierarchy, and the integration of technology and artificial intelligence into legal operations.
The person in this role will navigate ambiguity while delivering business-oriented recommendations across consumer protection, payments, anti-money laundering, and securities matters. Team members enjoy remote flexibility within Canada, stock options, health and dental insurance, spending accounts, professional development support, and 20 days of annual vacation.
Responsibilities
- Collaborate with product, compliance, and business units to design and introduce new offerings by turning intricate legal rules into workable solutions
- Provide guidance concerning payments, securities, consumer protection, and anti-money laundering matters affecting company operations
- Manage regulatory tasks including licensing, audits, examinations, policy creation, and direct interactions with authorities
- Deliver business-focused counsel to company leaders to assist with navigating uncertain situations and operational considerations
- Discover opportunities to apply automation and artificial intelligence for streamlining legal workflows
- Assist with corporate governance, commercial contracts, employment issues, and strategic projects
Requirements
- Must be a Canadian-qualified lawyer
- Minimum of five years of relevant professional background, ideally within fintech, financial services, payments, cryptocurrency, or fast-paced technology sectors
- Capable of functioning autonomously within a lean team while making choices with incomplete data
- Able to communicate complex legal topics clearly to non-legal colleagues
Qualifications
- Prior background working inside both a law firm and an in-house legal department
- Experience operating in a rapidly changing startup or scaleup setting
- Familiarity with Canadian securities, bitcoin, crypto, payments, anti-money laundering, or regulated financial goods
- Knowledge of utilizing lightweight tooling, automation, or artificial intelligence to enhance legal efficiency
Core Skills
Benefits
- Stock options included as part of total compensation
- Quarterly performance and compensation reviews
- Health and dental insurance coverage with health and wellness spending accounts
- Remote work flexibility across Canada alongside optional office availability in Toronto and Montreal
- Annual budget of $2,000 dedicated to courses, training, and certifications
- Twenty days of annual vacation plus a $1,000 bonus if all vacation time is used
- Parental leave top up providing 100% of salary for 18 weeks
- Quarterly team or company-wide offsites
Frequently Asked Questions
Answers are based only on the employer’s listing; where it doesn’t say, neither do we.
Is this position remote?
Yes, this is a remote-friendly role allowing work from anywhere in Canada, with optional access to company offices located in Montreal and Toronto.
What is the employment type?
The posting specifies a full-time employment type.
What is the salary range for the Senior Legal Counsel role?
The base salary range is between $200,000 and $240,000 CAD, which may vary depending on qualifications, skills, and years of experience.
How much vacation time does the company provide?
Employees receive 20 days of vacation per year, with an additional $1,000 bonus given if the entire vacation allotment is used.
Sample Interview Questions
AI-generated questions tailored to this specific role — a preview of the full practice set.