Director of Engineering
Remote, Ontario
Technology
Remote
Full-time
Blue J is the leading generative AI solution for tax professionals and one of Canada's fastest-growing AI companies. Headquartered in Toronto, we're a high-growth B2B SaaS company building industry-leading tax research software that helps accountants find accurate answers to complex tax questions with greater speed and confidence.
By combining advanced technology with deep tax expertise, we empower tax professionals to work more efficiently, make better decisions, and deliver greater value to their clients.
Primarily remote, but you must live within driving distance of our Toronto office. To help you get off to a great start, we bring all new team members together for their first three days of onboarding. If you’re based outside of our local commuting area, Blue J will arrange and cover your travel and accommodation.
Blue J’s technology creates value when tax professionals can easily discover, trust, and incorporate it into their work. The Tax Pro Engagement pillar owns that experience, including onboarding, search, collaboration, account management, purchasing, integrations, and core customer workflows.
As Director of Engineering, you will set the pillar’s technical and organizational direction, lead multiple product-engineering teams, and partner with Engineering and Product leadership to shape priorities and measure customer value.
You will initially immerse yourself in our product, architecture, customers, and codebase while contributing to technical design and complex problem-solving. Over time, your focus will shift toward scaling the teams, leaders, systems, and practices supporting the pillar.
We are looking for a Director of Engineering that will guide the evolution of Blue J’s platform architecture and help our engineering teams deliver high quality products at speed. This role is ideal for someone who is a solid system designer, deeply experienced with building SaaS platforms, and energized by helping teams navigate technical complexity.
The ideal leader combines deep systems expertise with solid product instincts and a genuine commitment to user experience. They will champion the end user, challenge assumptions, and help identify new product possibilities that may not yet be obvious.
You will work closely with product, engineering, and research to define product direction, build reliable and scalable systems, and ensure our teams have the tools and infrastructure they need to ship confidently and frequently. This leader will coach senior engineers, help untangle difficult architectural challenges,



jump into code and designs when needed, and grow a team made up of strong software engineers.
This role is designed for a technical leader who enjoys building, mentoring, and shaping the foundational platform that enables world class product development.
Using customer insight, product metrics, and experimentation to guide priorities, evaluate product decisions, and continuously improve the user experience
Collaborating with product and engineering leaders to define goals and priorities
Tying engineering work to measurable outcomes such as activation, adoption, engagement, conversion, retention, workflow completion, performance, and customer trust
Owning the long term vision for platform capabilities that support reliability, scalability, developer experience, and speed of delivery
Identifying focus areas to improve architecture, infrastructure, system performance, and cross team technical alignment
Enabling High Quality Delivery
Helping engineers make architectural tradeoffs that balance speed with long term maintainability
Ensuring projects stay on track and are communicated clearly to stakeholders
Supporting teams in shipping frequently, safely, and with high confidence, consistent with Blue J’s engineering culture
Strengthening the Engineering Organization
Coaching and developing engineers into strong system thinkers and leaders
Improving engineering practices that support quality, lean iteration, strong testing, and healthy system design
Hiring high performing engineers and engineering managers who raise the bar
10+ years of hands-on experience designing and building heavily used customer facing SaaS products.
5+ years of engineering leadership experience, including responsibility for multiple teams or engineering managers.
Evidence that you have helped shape innovative products and technical direction in partnership with Product and Design, bringing an entrepreneurial and creative mindset rather than simply delivering against an established roadmap.
Strong architectural foundation with experience owning complex systems end-to-end - including roadmap creation, system design, implementation, and long-term evolution.
Ability to design and reason about scalable distributed systems,



including performance, reliability, consistency, and cost tradeoffs.
Demonstrated ability to operate as a senior level IC when needed, especially during early context-building.
Track record of identifying critical issues, setting clear goals, and shaping the technical strategy for engineering organizations.
Experience aligning engineering, product, design, and legal research around shared outcomes and coordinated execution.
Clear communication skills with the ability to explain complex system designs to technical and non-technical audiences.
Experience guiding teams through architectural decisions, refactors, and long-term platform modernization.
Experience with product-led growth, customer activation, experimentation, conversion, engagement, or retention.
Experience building enterprise authentication, authorization, permissions, account structures, collaboration, billing, or purchasing systems.
Experience using product analytics and experimentation to guide technical and product decisions.
These may evolve as our platform grows. Node.js, React, TypeScript, Python
AWS, Cloudflare, Terraform
PostgreSQL, ElasticSearch, DynamoDB, S3
A meaningful leadership role shaping the platform foundation of a fast growing company.
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 travel to our Toronto office
We are customer-focused
A human will review each application and get back to you as soon as possible. Chat with Elli, our Talent Acquisition Manager
Meet our VP of Engineering, Mario
Technical Deep Dive with an Engineering Team Member
Leadership interview with our VP of Engineering, Mario
We believe our strength is built on diversity of thought, and encourage candidates from all backgrounds and experiences to apply. We do not discriminate based on race, religion, colour, national origin, gender, sexual orientation, age, marital status, veteran status, or disability status.
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.
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.

📌 Engineering Manager (Full-time Remote) (Toronto)
🏢 Blue J Legal
📍 Toronto