Insurance Technology Sales Executive

Jobgether; Canada; On-site; CAD 80,000 - 95,000; Full time

Benefits offered by this job

Base salary CAD $80,000–$95,000 per ye

Performance-related bonus

Structured onboarding and training

Ongoing coaching and mentoring

Career development opportunities

Visible impact on business growth

Cross-border exposure (Canada/UK/欧洲)

Insurance technology expertise growth

Industry events participation

Inclusive workplace culture

Accommodations in recruitment

Job summary

Jobgether in Canada seeks an Insurance Technology Sales Executive to drive growth by offering innovative software solutions to brokers, insurers, and MGAs. This role covers prospecting, presentations, negotiations, and closing, with regular industry engagement to build a strong market presence.

You will develop demonstrations, manage opportunities, and collaborate with cross-functional teams, traveling across Canada to deliver value and expand the customer base.

Qualifications

• Proven success in a sales, business development, or client-facing role within the insurance industry.
• Experience in commercial insurance broking, insurance software, insurance technology, or a related insurance environment.
• Strong understanding of insurance operations, broker processes, and industry workflows.
• Excellent communication, presentation, negotiation, and relationship-building skills.
• Confidence engaging with decision-makers and senior stakeholders.
• Genuine interest in technology and software solutions, with the ability to understand complex systems and communicate their value clearly.
• Strong organizational and time-management skills, including the ability to manage multiple sales opportunities simultaneously.
• Willingness and ability to travel regularly throughout Canada, with occasional international travel.

Responsibilities

• Develop an in-depth understanding of the software platform and its capabilities to deliver engaging, tailored demonstrations to prospective customers.
• Identify, qualify, and develop new business opportunities across the Canadian insurance market.
• Build and maintain strong relationships with insurance brokers, insurers, and MGAs.
• Manage the complete sales lifecycle, from initial prospecting and customer engagement through opportunity development, contract negotiation, and closing.
• Deliver effective online and in-person presentations and software demonstrations to prospective clients.
• Understand customer business challenges and explain how technology solutions can improve workflows and operational outcomes.
• Maintain accurate prospect records, sales activities, and pipeline information within the CRM system.
• Collaborate with executive, implementation, and development teams to address prospect requirements and support sales opportunities.
• Contribute to sales strategy development, market expansion initiatives, and the refinement of customer messaging, sales materials, and value propositions.
• Manage competing priorities across prospecting, demonstrations, follow-ups, and ongoing customer engagement.
• Represent the business at industry conferences, trade shows, and customer events throughout Canada.
• Support customers during the initial stages of implementation, helping ensure a smooth transition to delivery and account management teams.
• Participate in customer meetings, industry networking, and professional development activities to strengthen market knowledge and commercial relationships.

Skills

Sales experience

Insurance knowledge

Communication skills

Travel willingness

Relationship building

Presentation skills

Education

Bachelor's degree in Business or related

Tools

Applied Epic

SIG XP

Rival

Power Broker

Acturis

Job description

This position is listed on behalf of a partner company, which manages all applications and next steps. Our partner is looking for an Insurance Technology Sales Executive based in Canada.

As an Insurance Technology Sales Executive, you will drive business growth by introducing innovative software solutions to brokers, insurers, and Managing General Agents (MGAs) across Canada. You will take a consultative approach to sales, identifying customer needs and demonstrating how technology can improve insurance operations and business performance. The role covers the full sales cycle, from prospecting and qualification to presentations, negotiations, and closing new business. You will collaborate with senior stakeholders and cross-functional teams to develop opportunities, refine sales strategies, and deliver compelling customer value propositions. Regular engagement with industry professionals, conferences, and customer events will help you build a strong market presence. Supported by structured training, coaching, and mentoring, you will have the opportunity to make a visible contribution to a growing insurance technology business.

Accountabilities

• Develop an in-depth understanding of the software platform and its capabilities to deliver engaging, tailored demonstrations to prospective customers.
• Identify, qualify, and develop new business opportunities across the Canadian insurance market.
• Build and maintain strong relationships with insurance brokers, insurers, and MGAs.
• Manage the complete sales lifecycle, from initial prospecting and customer engagement through opportunity development, contract negotiation, and closing.
• Deliver effective online and in-person presentations and software demonstrations to prospective clients.
• Understand customer business challenges and explain how technology solutions can improve workflows and operational outcomes.
• Maintain accurate prospect records, sales activities, and pipeline information within the CRM system.
• Collaborate with executive, implementation, and development teams to address prospect requirements and support sales opportunities.
• Contribute to sales strategy development, market expansion initiatives, and the refinement of customer messaging, sales materials, and value propositions.
• Manage competing priorities across prospecting, demonstrations, follow-ups, and ongoing customer engagement.
• Represent the business at industry conferences, trade shows, and customer events throughout Canada.
• Support customers during the initial stages of implementation, helping ensure a smooth transition to delivery and account management teams.
• Participate in customer meetings, industry networking, and professional development activities to strengthen market knowledge and commercial relationships.

Requirements:

• Proven success in a sales, business development, or client-facing role within the insurance industry.
• Experience in commercial insurance broking, insurance software, insurance technology, or a related insurance environment.
• Strong understanding of insurance operations, broker processes, and industry workflows.
• Excellent communication, presentation, negotiation, and relationship-building skills.
• Confidence engaging with decision-makers and senior stakeholders.
• Genuine interest in technology and software solutions, with the ability to understand complex systems and communicate their value clearly.
• Strong organizational and time-management skills, including the ability to manage multiple sales opportunities simultaneously.
• Proactive, self-motivated, commercially focused, and comfortable working toward business development objectives.
• Willingness and ability to travel regularly throughout Canada, with occasional international travel.

The following qualifications and experience are considered highly desirable:

• Experience as an insurance Producer, Commercial Account Executive, or Business Development professional.
• Previous experience working for an insurance software or technology provider.
• Familiarity with broker management systems (BMS), such as Applied Epic, SIG XP, Rival, Power Broker, Acturis, or comparable platforms.
• Experience delivering software demonstrations to prospective customers.
• Bachelor's degree in Business, Commerce, or a related discipline.

Benefits:

• Base salary: CAD $80,000–$95,000 per year, depending on experience and qualifications.
• Performance-related bonus in addition to base salary.
• Structured onboarding and training during the first three months.
• Ongoing coaching, mentoring, and constructive feedback.
• Clear career development and progression opportunities.
• Early responsibility and the opportunity to make a visible impact on business growth.
• Exposure to senior stakeholders, strategic projects, and major industry clients.
• Opportunity to work with experienced colleagues and teams across Canada, the UK, and Europe.
• Professional development and opportunities to build expertise in insurance technology.
• Regular engagement with the insurance industry through customer meetings, conferences, and trade events.
• Inclusive workplace culture that values diversity, different perspectives, and equal opportunity.
• Accessible recruitment and selection process, with accommodations available when required.