SALES Executive - Insurance

Who We Are

Encircle is the leading provider of real-time documentation and productivity tools for the insurance and restoration industries. We’re transforming the way property and casualty insurance claims are handled, by connecting all parties involved in the claims process on one easy-to-use platform. Our success is driven by our strong leadership team and exceptional employees. Located in downtown Kitchener, we are looking for hard-working, motivated people to lead the way with us.

Who We Are Looking For

This sales-driven role is responsible for prospecting, managing the sales funnel/cycle, and building customer relationships. You will understand customers needs in detail and define how the Encircle solutions can meet those needs. Using your strong persuasion skills to generate leads, demonstrate the Encircle platform, manage pilots and deliver creative proposals will be the catalyst to closing sales. 

The successful candidate will be responsible for meeting or exceeding assigned sales objectives and quotas. This includes working with customers and prospects to understand their strategic vision, objectives and needs while aligning our products, services and solutions where opportunities exist. Through strong business acumen, this role will demonstrate a solid understanding of the industry drivers and execute on business development initiatives to grow sales. Our compensation structure provides significant bonus for achieving and exceeding sales results.

What You offer

  • Ability to navigate multiple organizational levels in the insurance industry and gain access to line of business and executive decision-makers, resulting in revenue generation for the company's software

  • Establishing contact and developing relationships with prospects, key contact points within a prospect including; C-Level Suite (CEO, CFO, COO, CIO), Head of Claims, Claims Director, Procurement/Supply Chain and similar roles

  • Drive, conscientiousness, and perseverance to conduct outbound sales contacts daily

  • A strong prospecting cadence to methodically create a diverse set of leads with focus on building both quality and size

  • Direct the resources required to sell in a team environment leveraging entire organization

  • Develop and execute engagement plans for new opportunities and regular account plans for large strategic insurance accounts 


  • Develop and manage a weekly sales forecast in line with set targets

  • Outstanding communication & listening skills

  • Ability to educate and effectively communicate the value of company solutions through remote demonstrations

  • Qualify sales leads and develop rapport, credibility and trust with prospective customer contacts while identifying decision makers and key influencers

  • Experience presenting across a range of audiences: front line personnel to senior executives

  • Ability to engage in business consulting activities, capable of conducting detailed prospect interviews

  • Able to effectively overcome obstacles within the sales cycle and come up with creative solutions

  • Team-oriented with ability to succeed in entrepreneurial environment

  • Work closely with other team members in Sales, Finance, Product, Client Services and Customer Support


  • Previous experience and/or relationships within the insurance industry highly preferred although not essential for the right candidate

  • Minimum of 8 years experience in direct sales to director level and higher with a proven track record of achievement and stability

  • Able to effectively overcome obstacles within the sales cycle and come up with creative solutions

  • Ability to travel up to 25% of the time

  • Excellent knowledge of MS Word, Excel, PowerPoint, Salesforce

  • Strong attention to detail and excellent time management skills

  • Intelligent, energetic, tenacious and determined with a ‘can do’ attitude

  • Software/SaaS industry experience would be a strong plus

Who You Will Be Reporting To

The Sales Executive will report to the  COO. 

How to Apply

Excited to join a fast growing start-up? Then we would love to hear from you! Click the link to apply.

Encircle is an equal opportunity employer that does not unlawfully discriminate against any employee or applicant based on race, ancestry, place of origin, colour, ethnic origin, citizenship, religion, gender identity, gender expression, creed, sex, sexual orientation, age, record of offences, marital status, family status or disability. Encircle is committed to a fair and inclusive work environment. We will endeavour to accommodate the needs of qualified applicants in all parts of the hiring process.

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We're always looking for talented, hard-working people to join the Encircle team! If you don't see your dream job, send us your resume anyways and we'll keep you in mind for future postings.