Sr. Account Executive - Insurance Vertical

SENIOR ACCOUNT EXECUTIVE – INSURANCE

Alert Labs

Waterloo, Ontario | Cross-Border Role (Canada & United States)

This role can be based in either Waterloo, Ontario or in the following US states (FL, GA, NC, MN, IA, TX)

Alert Labs is a Canadian-based technology company specializing in smart building monitoring solutions that help property managers, condo boards, and building owners prevent costly water-related damage, reduce risk, and operate more efficiently. Our hardware and software platform provide real-time insights into water usage, leaks, temperature and humidity, empowering customers to make data-driven decisions that protect their assets and reduce operational costs.

We partner with organizations across North America. With strong market demand and a reputation for reliability and innovation, Alert Labs is expanding its sales team to support rapid growth.

Job 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.

Position Overview

The Senior Account Executive is responsible for driving new business across North America through proactive outreach, account development, and solution-based selling focused on insurance providers. This role requires a combination of hunting with a focus on long-term value creation; someone who thrives on finding, developing, and building new business relationships with carriers, brokers and managing general agencies (MGA’s).. The ideal candidate combines deep insurance industry knowledge with technical fluency in risk and loss prevention technology and is comfortable operating as a trusted advisor to carriers and brokers on both sides of the border.

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

Key Competencies

• Deep credibility and fluency within the insurance industry
• Relationship building and stakeholder management across US and Canadian insurance markets
• Strategic thinking and problem-solving, particularly around loss prevention and risk reduction
• Ability to translate technical solutions into measurable business value
• High level of professionalism and credibility within the insurance sector
• Strong organizational and time management skills, including managing frequent cross-border travel

Education

• Post-secondary education in Business, Marketing, Communications, or a related field is considered an asset but not required

Why Join Alert Labs

• 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 hr@alertlabs.com.

Please send your cover letter and resume to Beverley Taylor, Manager, People & Culture at hr@alertlabs.com