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 Chance

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 collaborat

📌 Enterprise Account Executive (Toronto)
🏢 Blue J Legal
📍 Toronto