[Hiring] Senior Account Executive - Insurance @OnCall Air

Role Description

We are seeking an insurance industry expert to join Alert Labs as a Senior Account Executive, developing new relationships with insurance carriers and brokers across Canada and the United States. This role is focused on new business acquisition within the insurance industry and requires a candidate who brings genuine credibility within the insurance space, someone who speaks the language of underwriters, brokers, and risk managers, and who understands how technology can be positioned to reduce losses within a client's portfolio.

This is not an account management role; it's a proactive, high-impact sales position ideal for someone who excels at cold outreach, pipeline management, and value-driven conversations grounded in real insurance industry expertise.

Key Responsibilities

• Develop and execute a strategic sales plan targeting insurance carriers, brokers, and related partners across the US and Canada.
• Identify, qualify, and close new business opportunities within the insurance sector, with a focus on developing long-term partnerships with insurers.
• Build and maintain strong, long-term relationships with key decision-makers and influencers, including underwriters, risk engineers, and brokers.
• Present and demonstrate water monitoring hardware and software solutions and programs tailored to client needs, translating technical capability into measurable loss-reduction outcomes.
• Collaborate with internal teams to ensure successful implementation and client satisfaction.
• Maintain a robust sales pipeline, balancing near-term milestones with long-term programs.
• Stay informed on industry trends, regulatory considerations, and emerging risks related to water damage and property loss.
• Represent the organization at industry events, conferences, and networking functions across North America.

Qualifications

• Recognized expert within the insurance industry, with a proven track record of success in B2B sales specifically within insurance.
• Ten or more years of demonstrated technical expertise selling risk and loss prevention solutions to insurance carriers, brokers, or related stakeholders.
• Strong, demonstrable understanding of how to reduce client losses within an insurance portfolio through technology and risk mitigation strategies.
• Direct experience working with insurance companies based in the United States is required.
• Must be able and willing to travel to the United States, approximately for 3–5 days each month as a core function of the role.
• Strong understanding of the insurance landscape, including property risk and loss prevention.
• Experience selling technology solutions (hardware, software, or integrated systems) is highly preferred.
• Demonstrated ability to manage complex, cross-border sales cycles and close high-value deals.
• Excellent communication, negotiation, and presentation skills.
• Self-motivated with a results-driven approach and strong business acumen.
• Valid passport and ability to travel internationally without restriction.

Benefits

• Competitive base salary and performance-based incentives.
• Benefits package effective first day of work.
• Paid time off – 20 vacation days.
• Matching RRSP program.
• Supportive and inclusive team environment.
• LOTS of company events!

Our Commitment to Inclusion

Alert Labs is committed to fostering an inclusive, accessible, and equitable workplace where every individual feels valued and supported. We welcome applicants from all backgrounds and experiences, and we believe that diverse perspectives strengthen our team and our impact.

Alert Labs is committed to complying with the Accessibility for Ontarians with Disabilities Act, 2005 (AODA) and its associated standards, including the Employment Standard under the Integrated Accessibility Standards Regulation (IASR). If accommodation is required during the interview process, please notify the Manager, People & Culture at [email protected].

Please send your cover letter and resume to Beverley Taylor, Manager, People & Culture at [email protected].