Account Executive - Eastern Canada

WeKnowTraining•Toronto, ON

1d•Remote

About The Position

As an Account Executive at We Know Training (WKT), you will be responsible for driving net-new business growth across Ontario and Eastern Canada. Your primary focus will be selling WKT's training platform and content to Training Managers and L&D leaders who are responsible for workforce compliance. WKT operates across eight specialized brands in regulated industries such as occupational safety, transportation, and financial services licensing. This is a true hunting role where you will own your territory, build your pipeline, and close deals. While you will sell across all regulated verticals, this position is primarily focused on financial and professional services. We Know Training's Business Career College is well-known for licensing and continuing education (LLQP, CIRO), and we are seeking a candidate with a background in finance or insurance and an established network in this sector to leverage for immediate impact.

Requirements

Finance or insurance background with experience selling into or working within the financial services or insurance sector.
Established network of contacts in the financial services or insurance sector for warm outreach and strategic entry points.
Proven success in a consultative, outbound B2B sales or account management role.
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.
Tech fluency, comfortable with CRM systems (FreshSales is a bonus), AI tools like Claude and ChatGPT, LinkedIn, and AI-powered sales engagement platforms.
Meticulous pipeline hygiene, activity tracking, and deal documentation.

Nice To Haves

Familiarity with licensing and CE, specifically an understanding of the professional licensing and continuing-education world (LLQP, CIRO or similar).
Fluency in French.

Responsibilities

Own Eastern Canada by building and working a named target account list of large employers in regulated industries across Ontario and the East, prioritizing accounts by potential.
Hunt net-new business by running structured discovery to understand compliance and workforce pain points, demonstrating the platform, and closing deals.
Lead consultative demos, both virtually and in-person, to build trust and long-term value without using pressure tactics.
Own expansion and new-scope conversations within major accounts, as standard renewals are handled by the Delivery team.
Work as part of a national team, partnering with the Western Canada Account Executive on a shared playbook and workflows.
Run a disciplined pipeline by maintaining accurate records in FreshSales CRM, tracking every lead, touchpoint, and deal stage.