Head of eCommerce

About Blue J

Blue J is the leading solution in generative AI for tax experts. We’re a B2B SaaS company whose customers are accountants and lawyers, and our AI-tax research software is the best in the market. We have strong product market fit across all segments (from sole proprietors through to enterprise accounting), and are making significant impacts to how our customers’ approach tax and tax research.

We’re in an exciting phase of growth—since launching our flagship generative AI product, we’ve consistently exceeded our revenue targets quarter over quarter. We closed a round of funding late last year, and are unlocking new and significant avenues for growth, including through enhancing our approach to eCommerce.

Blue J is already available for purchase online, and now we’re looking for an experienced Head of eCommerce to take this foundation to the next level. This is a unique opportunity to own the P&L for our online buying channel and lead the strategy for how we acquire and convert customers through our digital purchase experience.

A Note on Location

We are excited to meet with qualified candidates and are grateful for everyone’s interest. This is a hybrid position, primarily remote but requiring periodic in-person attendance at our downtown Toronto office. Applicants must live within commuting distance and be eligible to work in Canada.

About The Role

We are significantly expanding our digital strategy, creating a rare senior leadership opportunity for an experienced Head of eCommerce. You’ll own and drive the complete eCommerce strategy, initially focused on SMB accounting firms, and shape how we digitally acquire, convert, and retain customers. This is a critical, visible, and high-impact position—directly owning revenue, profitability, and digital customer experience outcomes.

Blue J uniquely offers the chance to shape how innovative generative AI solutions are bought, adopted, and scaled across the tax and accounting industry. You’ll be instrumental in defining our next phase of growth, leveraging our proven product leadership and established market momentum.

What You’ll Be Doing

You will own the P&L for Blue J’s eCommerce business and lead the development and execution of its overall strategy. Your responsibilities will span pricing, marketing, customer experience, tools and technology, processes, and budget management, with a strong focus on ROI. You’ll work cross-functionally—operating independently at first to build, optimize, and validate a strategic eCommerce function, and growing and leading a high-performing team that you will recruit and develop.

P&L Ownership & Financial Management

• Own the P&L for Blue J’s eCommerce business, setting revenue targets and managing budgets to drive sustainable growth.
• Forecast ARR and campaign performance, adjusting spend to hit growth targets.

eCommerce Strategy & Customer Journey

• Lead the end-to-end eCommerce strategy with an initial focus on SMB accounting firms, with the opportunity to explore expanding into other segments as the function grows while optimizing the customer journey—from first touch to conversion, onboarding, and retention.
• Align messaging and campaigns with this segment's unique needs, coordinating with cross-functional teams.
• Optimize the buyer journey incorporating strong user experience, compelling content and simplified purchasing using data and A/B testing to drive conversion.

Pricing, Packaging & Demand Generation

• Manage subscription tiers, bundles, discount strategies, and partner channel alignment.
• Provide input on pricing strategy across sales channels and partners, helping ensure consistency while offering feedback on conversion impact and potential adjustments or increases.
• Drive and optimize acquisition campaigns across SEO, SEM, paid channels, referrals, and trials, using funnel data and key metrics to improve performance.

Platform & Technology Oversight

• Manage the eCommerce platform roadmap, coordinating development, features, and cross-system integrations.
• Ensure billing, reporting, and compliance requirements are met across all related systems.

What You Offer Blue J

Education & Experience: A Bachelor’s degree and 10+ years of experience, including at least 2 years in eCommerce or go-to-market strategy roles with a strong focus on B2B customer acquisition and revenue growth. Prior leadership experience in B2B SaaS or FinTech.

Strategic eCommerce Leader: Proven ability to scale and optimize B2B SaaS eCommerce channels, with experience owning full P&L responsibility, driving growth through digital channels, and strategic customer acquisition.

Digital Growth Expertise: Deep expertise in digital marketing (SEO/SEM, Paid Social, Email), funnel optimization, pricing, and user experience improvement through rigorous analytics and testing.

Cross-Functional Influence: Exceptional communicator able to align product, marketing, sales, and finance around unified digital growth objectives.

Payments & Technology Integration: Experience managing seamless subscription, billing, and checkout experiences (e.g., Stripe), effectively integrated into broader tech and operational processes.

What We Offer You

• An incredibly exciting and rare opportunity directly influencing the strategic digital transformation at a market-leading generative AI company. We’re building a revolutionary tool from the ground up, and you will have a meaningful role in shaping the team that builds it.
• We are flexible! Most of the time, you’ll be able to work remotely if you prefer. We have an office in downtown Toronto that we'll ask you to come into a few times a quarter, but outside of that, where you work is up to you!
• We’re well-funded and offer competitive base salaries and stock options. You’ll play a crucial role in our growth, and it’s important to us that you share in our long-term success.
• We care about you as a whole person. You’ll have a healthy work/life balance and colleagues who respect it. We’ve mindfully put together a great benefits package that covers you and your family.
• We’ve got an amazing team. We’re mission-driven and motivated by success, but we’re friendly, we’re collaborative, and we care about each other.
• We’ve got all the start-up perks you’d expect, and are intentionally building a culture where you can pickleball if you want, feel safe to be yourself at work, and watch your career grow because your team has invested in you.

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!

All candidates must be eligible to work in Canada, and live within reasonable commuting distance of our Toronto office for in person meetings.

This is a senior leadership role, and you will be working cross functionally with executives in a number of departments. Because of this, you'll likely meet more people than are outlined below, but here is a basic overview of what to expect in the interview process.

Interview Process

Step 1: Chat with Deb, our Director of Talent Acquisition
Step 2: Meet Adam, VP of Product and Avi our Chief Commercial and Financial Officer
Step 3: Meet Sean, our CRO and Lindsay, our CMO
Step 4: Case Study
Step 5: Wrap up with Ben, our CEO

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.