Remotery

Account Executive

atWe Know TrainingRemoteCA flagCanadaFull-timeAccount ExecutiveMid-levelSeniorC$90k – C$125k/year

Posted Jul 29

This is a fully remote position, open to applicants in Canada.

📋 Description

• Take ownership of Eastern Canada.

• Develop and manage a targeted account list of significant employers in regulated sectors throughout Ontario and the East, prioritizing accounts based on potential rather than current expenditure.

• Pursue new business opportunities.

• Conduct structured discovery sessions to identify each Training Manager's compliance and workforce challenges, showcase the platform in relation to those challenges, and successfully close deals.

• This position is a genuine outbound hunting role.

• Lead consultative demonstrations.

• Provide engaging platform and content demonstrations, both virtually and in person, that foster trust and long-term value without employing high-pressure tactics.

• Expand strategic accounts.

• Manage expansion and new-scope discussions within your key accounts.

• Standard renewals will be managed by our Delivery team, allowing you to concentrate on new revenue generation and growth.

• Collaborate as one national team.

• Work alongside WKT's Western Canada Account Executive utilizing a shared playbook and coordinated prospecting and demo workflows: complementary territories, unified efforts.

• Maintain a disciplined pipeline.

• Keep accurate, up-to-date records within our CRM (FreshSales).


⛳️ Requirements

• Background in finance or insurance.

• Experience in selling to or working within the financial services or insurance sector, along with a well-established network of contacts in this field to leverage for warm outreach and strategic entry points.

• Knowledge of licensing and continuing education.

• An understanding of the professional licensing and continuing education landscape (LLQP, CIRO, or similar) is highly advantageous.

• Proven B2B sales experience.

• Demonstrated success in a consultative, outbound B2B sales or account management role, with a track record of achieving or surpassing targets and managing high-value deals focused on long-term value.

• Excellent communication skills.

• Comfortable presenting to senior decision-makers and Training Managers, establishing trust through educational and consultative dialogues instead of pressure tactics.

• Proficiency with technology.

• Familiarity with CRM systems (FreshSales is a plus), AI tools such as Claude and ChatGPT, LinkedIn, and AI-driven sales engagement platforms, utilizing them to conduct research efficiently, personalize outreach, and keep your pipeline active.

• Strong CRM discipline.

• Diligent in pipeline management, activity tracking, and deal documentation.

• Multilingual skills (optional): Fluency in French is considered an asset but is not mandatory.


🏝️ Benefits

• Competitive salary plus quarterly team bonuses.

• Comprehensive benefits package.

• Health, dental, and additional support for your well-being, including a corporate RRSP program.

• Opportunities for professional development.

• Learn, grow, and advance your career as WKT expands across various industries.

• A collaborative and inclusive work environment.

• A supportive team that prioritizes curiosity, accountability, and innovation.

• Flexibility to work remotely.

• Opportunity to work remotely in the Greater Toronto Area, with travel to clients and events as required.

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