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.

Originally posted on Himalayas