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Enterprise Account Executive

Blue J Legal

Blue J Legal

Sales & Business Development
Ontario, Canada
Posted on Jan 15, 2026
Enterprise Account Executive
Ontario, Canada
Sales
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 racing ahead with an exciting product roadmap and are looking for an Enterprise Account Executive to support our growth. Reporting to our Director of Sales, this role will focus heavily on driving strategic growth.

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 new 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 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, Talent Acquisition
  • Meet Sean, CRO
  • Connect with Maegan, Director of Sales
  • Present a case study to Sean, Maegan 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.
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Req ID: R64