Sales Account Executive, Insurance

Division / Department: Sales
Reports to (position): Sales Director, Financial Services
Level / Grade: Individual Contributor
Location: Remote, Canada (Ontario)
Employment Type: Full Time, Exempt
Work Conditions: Remote/Home Office
Travel: Up to 25%
Telecommute: Yes
Minimum Education al Req: Bachelor's degree in Business Administration, Marketing, Finance, Communications, or related field; equivalent combination of education and experience may be considered.
Years of

Experience:

5+ years of B2B sales experience selling into RBO organizations, MGA channels, or insurance distribution networks

The Account Executive, Insurance is responsible for driving new business growth and expanding enterprise partnerships within Canada's insurance distribution market. This role focuses on developing relationships and securing strategic partnerships with Recruiting Based Organizations (RBOs), Managing General Agencies (MGAs), and insurance distribution networks to position See Why Learning as the preferred provider of insurance licensing education and compliance training.

This individual will be a hunter-oriented sales professional who excels at identifying decision makers, building executive-level relationships, and creating opportunities that generate measurable adoption and licensing volume. The ideal candidate possesses a strong understanding of the Canadian insurance distribution landscape, including how decisions are made within RBO networks, what motivates field leaders, and how to secure senior-level sponsorship that drives enterprise-wide adoption.

The Account Executive will leverage existing industry relationships, attend networking and industry events, collaborate cross-functionally to support customer success, and maintain a robust pipeline of opportunities while consistently achieving revenue objectives.

• Build and grow a pipeline of Recruiting Based Organization (RBO) networks and Managing General Agency (MGA) accounts across Canada.
• Expand existing See Why Learning relationships while actively identifying and pursuing net-new enterprise partnerships.
• Prospect, qualify, and close strategic agreements that position See Why Learning as the preferred licensing education provider within target organizations.
• Identify, engage, and influence key decision makers including Marketing Directors, Senior Vice Presidents, MGA Principals, and other executive stakeholders.
• Structure partnership agreements that drive measurable learner adoption, enrollment volume, and long-term customer value.
• Develop and execute strategic outreach plans designed to increase market penetration and revenue growth.
• Attend RBO conventions, MGA events, regional meetings, conferences, and industry functions to develop new business relationships.
• Build credibility and trust with senior field leaders and organizational influencers throughout insurance distribution networks.
• Collaborate with product, marketing, and customer success teams to develop onboarding resources, activation strategies, and adoption programs for enterprise partners.
• Gather and communicate market intelligence related to pricing, competitive offerings, partner requirements, and industry trends.
• Maintain accurate pipeline, account activity, forecasting, and contact records within Salesforce or equivalent CRM platforms.
• Deliver weekly, monthly, and quarterly pipeline reports, forecasts, and sales performance updates.
• Consistently achieve or exceed assigned sales quotas and strategic objectives.
• Represent See Why Learning professionally within the Canadian insurance and financial services community.

• Minimum of 5 years of B2B sales experience…