About The Position

Trupanion is seeking a self-motivated, customer-focused Licensed Insurance Sales Specialist to help prospective and current customers with pet medical insurance. The role supports customers who contact Trupanion by phone or email about starting coverage and assists existing members. The successful candidate listens carefully, communicates effectively, solves problems creatively, and handles escalated customers and sensitive conversations with empathy and emotional resilience. This is a full-time, remote position available from anywhere in Canada, provided the employee is licensed to sell insurance in Canada and in their province of residence. Employees work eight-hour shifts, five days per week. Schedules rotate every two weeks and require flexibility across a range of shift times, with starts as early as 3:00 AM Pacific Time and as late as 1:30 PM Pacific Time. Both Saturday and Sunday are required, with one consistent day off guaranteed. During the first eight weeks of training, the schedule is Monday through Friday, 8:00 AM–5:00 PM Pacific Time. Base pay is $25.50 CAD per hour on a full-time schedule. Employees may also be eligible for uncapped monthly performance-based bonuses and receive Restricted Stock Units through a new-hire grant that vests over four years.

Requirements

  • Active provincial General/P&C insurance license, such as an OTL General Insurance Agent license, General Level 1 license, or equivalent, depending on province of residence.
  • Eligible for license reciprocity in additional jurisdictions, excluding Québec.
  • Minimum of 2 years' experience in a sales role.
  • Excellent communication skills and a customer-centric approach.
  • Ability to actively listen, understand customer needs, and provide appropriate solutions.
  • Strong ability to handle objections and turn them into opportunities.
  • Goal-oriented mindset and a proven track record of achieving or surpassing sales targets and productivity expectations.
  • Positive attitude, adaptability, and willingness to learn and grow within the role.
  • Proficiency in basic computer applications and data entry.
  • Availability to work both Saturday and Sunday.

Nice To Haves

  • Familiarity with the insurance industry, particularly pet insurance.

Responsibilities

  • Answer inbound warm leads from potential customers interested in pet insurance.
  • Use a consultative approach to understand each customer's needs and tailor insurance solutions.
  • Explain the value and benefits of Trupanion's pet insurance policies.
  • Set the agenda during calls, maintain call control, and guide conversations toward enrollment.
  • Provide detailed information about policies and coverage options and answer customer questions or objections.
  • Address objections and concerns with confidence and empathy.
  • Use assumptive closing techniques to guide customers through enrollment.
  • Enroll pets accurately and collect and document all necessary information.
  • Collaborate with the sales team and management to meet and exceed sales targets and objectives.
  • Assist current members who contact Trupanion for support.

Benefits

  • Employer-paid extended health coverage for the employee and family.
  • Trupanion partners with Wealthsimple to register RRSP, pension, and related accounts.
  • Four weeks of paid time off.
  • 11 paid float holidays.
  • Five weeks of paid sabbatical after five years of employment.
  • Employer-paid medical insurance for one pet (cat or dog).
  • Paid time off to volunteer at nonprofit organizations.
  • Uncapped monthly performance-based bonuses may be available.
  • Restricted Stock Unit new-hire grants that vest over four years.
  • Open, casual, pet-friendly, and fun work environment.
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