Account Executive - Eastern Canada

Account Executive - Eastern Canada

We Know Training (WKT) ·  Remote (Toronto, Ontario)  · Full-Time

Role Overview

As an Account Executive at We Know Training, you'll drive net-new business growth across Ontario and Eastern Canada, selling our training platform and content to the Training Managers and L&D leaders responsible for keeping their workforces compliant. WKT spans eight specialized brands across regulated industries, from occupational safety and transportation to financial services licensing, and this is a true hunting role: you'll own your territory, build your pipeline, and close.

You'll sell across every regulated vertical, but this seat is anchored in financial and professional services. WKT's Business Career College is a recognized name in licensing and continuing education (LLQP, CIRO), and we're specifically looking for someone who brings a background in finance or insurance and an established network in that space, the relationships and credibility to open doors from day one.

What Makes This Role Awesome

• Impactful Work. Help organizations across Canada improve safety, compliance, and performance with industry-leading training solutions from our trusted brands like Danatec, Fleet Safety International and Business Career College.
• Growth Opportunities. Represent a company that’s expanding rapidly across industries. Your success fuels your clients’ success.
• Team Synergy: Join a collaborative team where being Accountable, Curious, Driven, Nimble, and Relationship-focused isn't a poster on the wall, it's how we work.
  
  

What You’ll Do

• Own Eastern Canada. Build and work a named target account list of large employers in regulated industries across Ontario and the East, accounts prioritized by potential, not current spend.
• Hunt net-new business. Run structured discovery to understand each Training Manager's compliance and workforce pain, demonstrate the platform against that pain, and close. This is a true outbound hunting role.
• Lead consultative demos. Deliver compelling platform and content demonstrations, virtually and in person, that build trust and long-term value without pressure tactics.
• Grow strategic accounts. Own expansion and new-scope conversations within your major accounts. Standard renewals are handled by our Delivery team, so your focus stays on new revenue and growth.
• Work as one national team. Partner with WKT's Western Canada Account Executive on a shared playbook and shared prospecting and demo workflows: complementary territories, one coordinated motion.
• Run a disciplined pipeline. Maintain accurate, up-to-date records in our CRM (FreshSales). Every lead, touchpoint, and deal stage tracked and actively followed through.
  
  

What You’ll Bring

• Finance or insurance background. Experience selling into, or working within, the financial services or insurance sector, and an established network of contacts in that space you can leverage for warm outreach and strategic entry points. This is what sets the right candidate apart.
• Familiarity with licensing and CE. An understanding of the professional licensing and continuing-education world (LLQP, CIRO or similar) is a strong asset.
• B2B sales track record. Proven success in a consultative, outbound B2B sales or account management role, with a history of meeting or exceeding targets and managing high-value deals focused on long-term value.
• Strong communication skills. Confident presenting to senior decision-makers and Training Managers, building trust through educational, consultative conversations rather than pressure.
• Tech fluency. Comfortable with CRM systems (FreshSales a bonus), AI tools like Claude and ChatGPT, LinkedIn, and AI-powered sales engagement platforms, using them to research faster, personalize outreach, and keep your pipeline moving.
• CRM discipline. Meticulous pipeline hygiene, activity tracking, and deal documentation.
• Multilingual Skills (Optional): Fluency in French is considered an asset, but not required.
  

Success Looks Like

• You've built a strong pipeline of qualified net-new opportunities across your Western Canada territory, prioritized by potential.
• Your contacts in safety-sensitive industries know you. You've turned your network into warm entry points and active deals.
• Clients view you as a compliance and training advisor, not just a vendor.
• You're closing net-new business and growing your strategic accounts, contributing to a revenue team that wins together.
• You consistently bring market feedback back to the team that sharpens how we position, bundle, and sell.
  
  

What We Offer

• Competitive salary + quarterly team bonus.
• Comprehensive benefits. Health, dental, and more to support your well-being, plus a corporate RRSP program.
• Professional development. Learn, grow, and advance your career as WKT expands across industries.
• A collaborative, inclusive environment. A supportive team that values curiosity, accountability, and innovation.
• Remote flexibility. Work remotely in the Greater Toronto Area, with travel to clients and events as needed.
  
  

About We Know Training

We Know Training (WKT) unleashes confidence by improving competence. We’re on a mission to revolutionize training through expertly crafted, industry-leading learning solutions. With a strong focus on regulated industries, we empower organizations to meet compliance standards and elevate workforce performance.

We Know Training is an equal-opportunity employer and values a diverse workforce. We encourage applications from all qualified individuals without regard to ethnicity, religion, gender identity, sexual orientation, age or disability. Accommodations for disability-related needs are available upon request throughout the recruitment and selection process. Any information provided by you for accommodations will be kept confidential and won’t be used in the selection process.

Please note that if you are selected for this role, a criminal record check will be mandatory.