Head of Programming Sales (Toronto)

Head of Programming Sales (Toronto)

15 Sep
|
Blue J
|
Toronto

15 Sep

Blue J

Toronto

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. 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. We're looking for a passionate, resourceful, and driven Sales Enablement Program Manager to help our Go-to-Market teams ramp faster, grow their skills, and perform at their best.

This role is ideal for someone who loves learning, enjoys helping others develop, and thrives in a collaborative, rapid-paced environment. You'll play a key role in improving onboarding, delivering engaging training, building scalable enablement programs, and partnering with leaders across the business to drive performance. You'll work closely with Sales, Customer Success, Partnerships, Product Marketing, Product, and Revenue Operations to ensure our teams have the knowledge, tools, and resources they need to succeed.

Support and continuously improve onboarding programs across our Go-to-Market organization. Manage and maintain learning paths within our LMS (Workramp), ensuring content remains current, engaging, and effective. Update onboarding and training materials by applying feedback, lessons learned, and evolving business needs.

Partner with subject matter experts to develop and enhance learning content.



Training & Facilitation Deliver engaging live onboarding sessions, workshops, certifications, and ongoing training. Support the planning and execution of monthly enablement programs and learning initiatives.

Program Management

Design, rollout, and continuous improvement of enablement programs. Coordinate cross-functional projects with stakeholders across Sales, Customer Success, Product Marketing, Product, and Revenue Operations. Create and maintain enablement resources including playbooks, guides, job aids, and training materials.

Measurement & Continuous Improvement Track onboarding progress, certifications, participation, and enablement program effectiveness (Tableau Dashboard & Gong Dashboards, Workramp Reports). Analyze feedback and performance metrics to identify opportunities for improvement. In this role, you'll help create an exceptional onboarding experience, deliver impactful learning programs, build trusted relationships across the business, and continuously improve how we enable our Go-to-Market teams. 3+ years of experience in Sales Enablement Program Manager, Learning & Development, or a similar enablement role. ~ Previous experience in a customer-facing GTM role such as: Business Development Representative (BDR/SDR), Account Executive, Account Manager, and Partnerships Representative. ~ Passionate about learning and helping others grow.

You're a true learner at heart and are energized by helping others succeed. ~ You thrive in a fast-paced environment where priorities evolve, new initiatives emerge,



and continuous improvement is part of the culture. ~ Solid presentation, facilitation, and communication skills. ~ Excellent organization and project management skills, with the ability to manage multiple initiatives simultaneously. ~ Comfortable using data, feedback, and insights to measure success and continuously improve enablement programs. ~ Experience building out enablement programs. Familiarity with tools such as Gong, Salesforce, Notion, Google Workspace, or similar GTM technologies. The opportunity to shape how our Go-to-Market teams learn, ramp, and perform, to support BlueJ as we scale.

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. We are customer-focused A human will review each application and get back to you as soon as possible.

Step 1: Chat with Bailey, our Talent Acquisition Manager 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. Our team is dedicated to providing the necessary support and making reasonable adjustments to ensure a smooth process for everyone.

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. The base pay range for this role is CAD $105-145K per year based on experience level.

📌 Head of Programming Sales (Toronto)
🏢 Blue J
📍 Toronto

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