Enterprise Account Executive Toronto, Canada Sales Hybrid Full-time About Blue J 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. Backed by a $122M USD Series D funding round, we're scaling rapidly across North America and the UK while continuing to push the boundaries of what's possible with AI. 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. A Note on Location We’re excited to connect with qualified candidates and sincerely appreciate everyone’s interest in joining Blue J. This is a hybrid role, with the ability to come into our Toronto office a few times a month for collaboration as needed, while still having the flexibility to work primarily remotely. The role also requires up to 20% travel to the United States for client meetings and conferences. Candidates must be legally eligible to work in Canada. The Opportunity We’re seeking a high-performing Enterprise Account Executive (AE) to drive strategic growth across a defined territory of enterprise accounts. This role is responsible for acquiring new logos, expanding existing customer relationships, and closing complex six-figure SaaS licensing agreements. What You’ll Be Doing Driving New Business: Engaging, and closing current enterprise customers to expand our market footprint in the accounting vertical
Account Growth: Developing account expansion strategies to drive expansion opportunities, increasing contract value within existing accounts
Territory Ownership: Managing a named account list (~20 accounts), maintaining deep understanding of organizational structures, key decision-makers, and business challenges
Deal Strategy: Constructing and executing complex deal cycles, leading everything from initial discovery through negotiation and contract signature
Pipeline Management: Maintaining disciplined forecasting, pipeline hygiene, and CRM accuracy
Cross-Functional Collaboration: Collaborating with marketing, product, and customer success to develop compelling proposals and support a seamless post-sale experience
Market Intelligence: Staying current on industry trends, competitor offerings, and evolving customer needs to position our solutions effectively
What You Offer Blue J Experience: 5–8+ years in enterprise SaaS sales with a strong track record of meeting or exceeding quota
Deal Size: Proven success closing six-figure (and above) annual contract value (ACV) deals




Account Ownership: Experience managing a set of complex enterprise accounts
Sales Process Expertise: Skilled in multi-threaded sales, value-based selling, and navigating long, complex deal cycles
Collaboration: Excellent communication, presentation, and relationship-building skills across business and technical stakeholders
Tools: Proficient in CRM systems, sales engagement tools, and modern SaaS sales tech stacks
Key Traits for Success Strategic, consultative selling mindset with a customer-first approach
Self-motivated and disciplined — thrives in a quota-driven, fast-paced environment
Strong business acumen; ability to articulate ROI and value in executive-level discussions
Passion for technology, innovation, and continuous learning
Performance Indicators Annual and quarterly quota attainment (new and expansion ARR)
Growth in average contract value (ACV) per account
Quality of pipeline (coverage, accuracy, and predictability)
What We Offer You A rare opportunity to join a high-performing sales team at a category-defining AI company, where the team has been consistently hitting targets quarter after quarter
A mission‑driven culture where your work directly advances clarity, efficiency, and accessibility in tax research
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
Flexibility in how you work: primarily remote, with travel as needed for client meetings and conferences
A collaborative, ambitious, and supportive team that values innovation, respect, and fun
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
The excitement of a fast‑growing with clear momentum and the resources to back bold initiatives
The Core Values that Define Our Culture We are customer-focused
We put team over self
We are pleasant and playful
We are open to better ideas
We move fast and fix things
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 Natalie, TA Manager
Meet Sean, CRO
Deep Dive with Sean, CRO
Meet with VP Sales/other Blue J GTM leadership
Present a case study to Sean and other key stakeholders
Meet 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. 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. Compensation This is a Level 6 in Blue J’s career level framework. We use levels to define the expected scope, autonomy, impact, decision-making, and experience for each role. Final compensation will be set fairly and thoughtfully based on experience, expertise, and alignment with the role’s responsibilities. While all candidates are expected to bring directly relevant experience, the top of the range is typically reserved for individuals who demonstrate exceptional depth in the role’s core competencies, a strong track record of impact in similar environments, and the ability to operate with a high degree of autonomy from day one. Ready to apply? Powered by First name * Last name * Email * LinkedIn URL * Phone number * Location * Resume * Click to upload or drag and drop here What name do you prefer to go by? What pronouns do you use? She / Her He / Him They / Them Other Prefer not to say Do you have any comments or accommodation needs you'd like to share? As you think about your next role, what compensation range would feel right for you? By applying you agree to Gem's terms and privacy policy . Save your info to apply to other roles faster & help employers reach you. Req ID: HC-108
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📌 Enterprise Account Executive (Ontario)
🏢 Blue J Legal
📍 Ontario