Director, Legal
Blue J Legal
Legal
Toronto, ON, Canada
Posted on Mar 19, 2026
Director, Legal
Toronto, Canada
Finance
Hybrid
Full-time
About Blue J
Blue J is the leading generative AI solution for tax professionals. As a B2B SaaS company, our customers are accountants and tax experts who rely on our market-leading software to deliver fast, accurate, and defensible answers to complex tax questions.
With the launch of our flagship generative AI product, we’ve consistently exceeded our revenue targets quarter over quarter and continue to accelerate our growth. Our product roadmap is ambitious, customer-focused, and designed to deliver exceptional value at speed.
On the heels of our $122M USD Series D funding, we’re entering an exciting phase of scale and are looking for a Director, Legal to help support and guide the business through this growth. This role will play a key part in navigating complex legal matters, enabling the business to move quickly and thoughtfully, and partnering cross-functionally to support product innovation, commercial strategy, and operational excellence.
The Opportunity
We’re hiring a Director, Legal to help build and scale our legal function during a period of rapid growth. In this role, you’ll partner closely with teams across Sales, Finance, People and Culture, Product, and GRC to lead commercial contracting and negotiations, support key corporate and regulatory initiatives, and manage external counsel as needed. You’ll play a hands-on role in shaping how legal supports the business—driving efficiency through tools and automation, helping stand up a modern legal tech stack, and ensuring we can move quickly while managing risk effectively.
A Note on Location
This role is hybrid, with occasional in-person time at our Toronto office as needed, along with attendance at company-wide quarterly kickoffs.
What You’ll be Doing
- Lead commercial contracting end-to-end, including reviewing, drafting, and negotiating customer agreements (both on Blue J paper and third-party paper)
- Partner closely with Sales and GTM teams to enable efficient deal execution while balancing risk and speed
- Build and optimize contract workflows, including helping to procure, implement and scale a contract lifecycle management (CLM) system
- Support corporate governance matters, including board and audit committee materials (e.g., risk reporting)
- Act as a legal partner to GRC initiatives, including privacy and regulatory compliance (e.g., GDPR), working cross-functionally with internal stakeholders
- Provide legal support on strategic transactions, including financings, product-related matters, and legal diligence processes
- Manage external counsel relationships, engaging firms selectively for specialized matters such as financings or complex transactions
- Advise on employment-related matters as needed, in partnership with People & Culture
- Contribute to the development of Blue J’s legal function, including building scalable processes, implementing legal tech, and identifying opportunities for automation
What You Offer Blue J
- 4–5 years of relevant legal experience, ideally with a focus on commercial contracting and corporate matters
- A strong legal foundation, including a law degree (LL.B. or J.D.)
- Experience in a B2B SaaS environment is preferred, with familiarity navigating fast-paced, high-growth settings
- Proven ability to review, draft, and negotiate contracts with a practical, business-oriented approach
- Strong judgment and ability to balance risk with business objectives
- Excellent communication and stakeholder management skills, with the ability to partner cross-functionally
- Comfort operating in an evolving environment, with an interest in building processes and leveraging tools to scale the function
What We Offer You
- A unique opportunity to shape and scale a modern legal function, leveraging systems, technology, and AI to drive efficiency and enable the business as it grows.
- A mission-driven culture where your work directly advances clarity, efficiency, and accessibility in tax research.
- Competitive base salary, stock options, and benefits designed to support you and your family.
- Flexibility in how you work: primarily remote, with occasional onsite meetings plus company kickoffs.
- A collaborative, ambitious, and supportive team that values innovation, respect, and fun.
- The excitement of a fast-growing, well-funded company with clear momentum, and the resources to back bold initiatives.
The Core Values that Define Our Culture
- We are customer-focused
- We put the team interest before self-interest
- We are pleasant and playful
- We are open to better ideas
- We deliver on our promises
- We solve the toughest problems
What to Expect in the Interview Process
We anticipate a high volume of applicants for this role and are excited to grow our team. A human will review each application and get back to you as soon as possible. We appreciate your patience and look forward to connecting with you!
Interview Process
- Chat with Deb, Director of Talent Acquisition
- Meet Grant, CFO
- Meet Avi, COO
- Connect with Ben, CEO
- Present your case study to the team
We believe our strength is built on diversity of thought, and encourage candidates from all backgrounds and experiences to apply. We value inclusiveness and are an equal opportunity employer. We do not discriminate based on race, religion, colour, national origin, gender, sexual orientation, age, marital status, veteran status, or disability status.
We strive to create an inclusive and accessible hiring experience for all candidates. If you need any accommodations during the interview process, please let us know in your application. Our team is dedicated to providing the necessary support and making reasonable adjustments to ensure a smooth process for everyone.
How We Use AI in Our Hiring Process
To ensure transparency, we want candidates to know that Blue J uses AI-enabled tools within our applicant tracking system to help organize applications and highlight profiles that match the key requirements for each role.
AI does not make hiring decisions.
Every application is reviewed by a member of our Talent team, and all decisions throughout the process are made by humans.
We use these tools to support efficiency and consistency, not to replace human judgment and we’re committed to a fair, thoughtful, and equitable experience for every candidate.
Req ID: R80