Account Executive - Eastern Canada

We Know Training Inc. (WKT) · Remote (Greater Toronto Area, Ontario) · Full-Time

Every insurer, managing general agent and dealer firm in Canada has the same standing problem. They need to get people licensed, keep them current, and prove it to a regulator. Quarterly commission on your own net new revenue, rising as you go. Expansion, renegotiation and competitive bid wins all count as net new, and multi-year agreements are commissioned across the full original term.

You own the financial services and insurance vertical for We Know Training nationally, and every vertical across Eastern Canada. Your buyers sit at head office. They are the compliance leads, learning teams and distribution executives responsible for getting hundreds of advisors licensed and keeping them current. You are selling to the firms, not to their clients, and you do not need to be licensed yourself.

It covers the Life Licence Qualification Program (LLQP), Canadian Investment Regulatory Organization (CIRO) courses, and exam preparation for the Certified Financial Planner and Qualified Associate Financial Planner designations. You will also sell across our wider catalogue, including Danatec, Fleet Safety International, CannSell, Relo and Canadian Academy of Guard Training, to the training managers and learning leaders responsible for keeping regulated workforces compliant.

On day one you inherit a live client base with account history documented, a written go to market playbook, defined buyer personas for each credential with the triggers behind them, a research and outreach toolkit the sales team built, and a confirmed event calendar covering the associations that actually matter. Your network is the job, not a nice to have. If you already know who runs training and compliance at the carriers, managing general agents and dealer firms, you will be productive in weeks rather than months,



and you will be given the room to work that way.

You are helping organizations across Canada improve safety, compliance and performance, through brands the people in those industries already recognize and trust.

Build and work a named target list of insurers, managing general agents, dealer firms, brokerages, advisor networks and wealth teams, prioritized by potential rather than current spend.

Virtual and in person, building trust through education rather than pressure.

Grow strategic accounts. Represent us in market. Run a disciplined pipeline. Every lead, touchpoint and deal stage accurate and current in FreshSales.

Either you have sold into insurers, managing general agents, dealer firms or advisor networks, or you have worked in one, in compliance, learning and development, advisor development or distribution. Either way, you can name the people who own training decisions and pick up the phone to them. Three to five years in consultative outbound sales or current business development, with a history of hitting target and managing deals in the $25,000 to $35,000 range and above.

You do not need to have sold training before. Credible with senior decision makers and training managers, in writing and in the room.

You work easily in a customer record system, ideally FreshSales, and use tools like Claude and ChatGPT for research, personalized outreach and call preparation.

Meticulous pipeline hygiene and deal documentation.

French. An asset, not a requirement.





500,000 in net new revenue annually, ramped across your first two quarters

- Roughly seven sales meetings a week with target accounts, and two new opportunities added
- Enough qualified pipeline to comfortably cover the quarterly target
- Your market knows you, and your network has become warm entry points and active deals
- Clients treat you as a compliance and training advisor rather than a vendor
- You bring market feedback back that sharpens how we position, bundle and sell

Base salary plus quarterly individual commission, with no company performance gate

Health and dental benefits, and a corporate Registered Retirement Savings Plan

Remote work from the Greater Toronto Area, with travel to clients and industry events

Onboarding that includes time in our Edmonton office with the wider revenue team

About We Know Training

We Know Training has been building learning solutions for regulated industries since 2002. We are a growing Canadian company that unleashes confidence by improving competence, on a mission to revolutionize training through expertly crafted, industry leading programs. We empower organizations across Canada 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. Please note that if you are selected for this role, a criminal record check will be mandatory.

This posting is for a real, currently available vacancy.

Artificial intelligence may be used to screen, assess or select applicants during our recruitment process.

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📌 Remote Account Manager-Full Time (Ottawa)
🏢 We Know Training]
📍 Ottawa