Senior Sales Manager

Insurtech / Assurtech / Insurance / Insurance Technology / Guidewire / Applied Systems / SaaS / Software-as-a-Service / Major Accounts / Client Relationships / P&C / Property and Casualty / IARD / Assurance Dommages / General Insurance / Technology / Tech / British Columbia / Ontario

Are you an experienced sales professional in the Insurance industry looking for your next challenge? Do you have a keen interest in Technology? We might have the right opportunity for you!

Our client is a leading SaaS (software-as-a-service) provider for General Insurance. In order to contribute to their hypergrowth in Canada, we are looking for a Senior Sales Manager to uncover new business opportunities. You will identify and pursue new Major Accounts and build long‑term, high‑value client relationships.

We are looking for someone with excellent knowledge of the Insurance landscape in Canada and a strong network and gravitas around C-level executives. A genuine interest in Technology is also a must as you will be selling a very complex solution with a highly consultative approach

• Identify and pursue new business opportunities with a strong focus on Major Accounts
• Build multi‑threaded, executive‑level relationships across client organisations
• Lead the full sales cycle: from discovery to demos
  , proposals, negotiation, and closing
• Drive upsell and cross‑sell initiatives across divisions and business units
• Develop and maintain a thorough understanding of the software system, its capabilities, and application to a client needs
• Lead and deliver compelling in‑person and virtual product demonstrations tailored to client needs
• Negotiate pricing, contractual terms, technical requirements, and strategic partnership structures
• Leverage market data, competitive intelligence, and customer feedback to refine sales strategy
• Position new features, modules, and enhancements aligned with customer pain points
• Provide clear client and market insights to product and leadership teams to influence roadmap direction
• Maintain a detailed CRM pipeline with accurate forecasting and prospect qualification
• Document all sales activity, progress, and performance metrics with precision
• Balance workload effectively across prospecting, demos, follow‑up and stakeholder engagement
• Represent the brand at trade shows, conferences, and industry events
• Support the growth and recruitment of regional sales staff as our presence expands across Canada
• Collaborate closely with product, solutions, and executive teams to support complex deals

• A proven track record of success in Insurance or Technology sales
• Deep knowledge of the insurance industry and its processes
• 10+ years of experience in the insurance sector
• Strong negotiation, presentation, and executive relationship‑building skills
• Demonstrated comfort with IT and software solutions
• A logical, problem‑solving mindset with the ability to present multiple solution paths
• The ability to quickly learn new concepts and adapt to changing product functionality
• High levels of initiative, autonomy and motivation
• Ability to travel within Canada and occasionally internationally
• Based in or near Vancouver, Calgary, Toronto or Montréal
• Proficiency in French would be a bonus

Package includes a base salary of up to around CAD
150,000 p.a. plus a 20-30% bonus and very attractive benefits. This is a fully remote position with frequent travel across Canada and occasionally international too.

Does this sound like the right opportunity for you? Then click on "Apply" or get in touch with Ben Sanchez  look forward to hearing from you!