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Insurance Sales Representative

Job in Vaughan, Ontario, Canada
Listing for: Kin Insurance
Full Time position
Listed on 2026-07-14
Job specializations:
  • Sales
    Insurance Sales
Salary/Wage Range or Industry Benchmark: 88000 CAD Yearly CAD 88000.00 YEAR
Job Description & How to Apply Below
Position: Insurance Sales Representative (Base Salary + Monthly Incentives)

Quick Summary

Inbound licensed insurance sales role with $88,000+ OTE, uncapped earnings, and company-provided warm leads. Focus on closing — not prospecting — while helping homeowners protect what matters.

The opportunity

We’re looking for licensed Insurance Sales Agents to help homeowners confidently navigate home insurance and related products during key moments in their lives.

Shift & Training Requirements
  • Must be available Monday–Friday for one of the following shifts (assigned based on business needs):
    • 9:00 AM – 6:00 PM CST
    • 11:00 AM – 8:00 PM CST
  • Rotating Saturday shift required every 4–6 weeks
  • Mandatory paid training period of 8+ weeks

We are currently hiring for our May 4, 2026 training class.

Your responsibilities
  • Connect with potential customers by handling inbound inquiries via phone, email, and text to understand their needs and recommend tailored insurance solutions
  • Consistently meet or exceed sales targets by building strong customer relationships and applying effective, consultative sales techniques
  • Clearly communicate the value and benefits of Kin’s insurance products while addressing customer questions with confidence
    Leverage company-provided qualified leads and execute consistent follow-up to move customers through the sales funnel to close
  • Partner cross-functionally with underwriters and customer service representatives to ensure a smooth experience from initial inquiry through policy issuance
  • Simplify complex insurance concepts and guide customers toward coverage that best protects their most important assets
What you’ll bring
  • At least 6 months of P&C insurance experience in a fast-paced sales environment (homeowners, auto, and/or call center experience a plus)
  • Active P&C license in your current state of residence
  • Proven track record of closing sales and exceeding targets
  • Ability to build trust quickly through clear, confident communication
  • Comfort adhering to performance metrics, schedules, and training requirements
  • Proficiency with CRM systems and telephone software, including managing multiple platforms simultaneously
  • Self‑motivated, results‑driven mindset with a passion for hitting goals

Bonus qualifications:

  • Licensed in California
  • Surplus Lines License

We’ll also consider candidates who have prior insurance sales experience (even if not recent) with an active license and CE, or strong sales experience from other industries.

How we support you

Compensation at a glance

  • On-target earnings (OTE) starting at $88,000, with uncapped commissions and annual bonus opportunity
  • Ongoing monthly bonus eligibility through the Kin Sales Incentive Program

Incentives & recognition

  • Terry Berry Perks Program
  • President’s Club (Top 15 agents)
  • Milestone Program for premium achievements
  • Monthly agent and team recognition awards

Total rewards & benefits

  • Medical, Dental, Vision, Life, Short- and Long-Term Disability
  • Employee Assistance Program
  • Voluntary benefits including accident, hospital indemnity, critical illness, legal assistance, and pet insurance
    Benefits eligibility beginning the first of the month following start date
  • Company equity via Restricted Stock Units (RSUs), based on role and level
  • 401(k) with up to 4% company match
  • 11 days accrued PTO, 7 paid sick days, and 8 paid company holidays
    Paid Parental Leave:
    • 14 weeks (birthing parents)
    • 8 weeks (non-birthing parents)
  • Professional development and career mobility opportunities
  • Referral bonuses
Where we work

We are a remote-first company with offices in Chicago, IL and St. Petersburg, FL where teams can come together for collaboration.

For Sales Agents and Customer Service Agents:
These roles sit in any of the following 30 states: AL, AZ, CO, FL, , IL, IN, KS, KY, MA, MD, ME, MI, MO, MT, NC, NE, NM, NV, NY, OH, OK, PA, SC, TN, TX, UT, VT, VA, WA, and WI.

For all other positions, these roles can sit in any of the following 40 states: AL, AR, AZ, CA (exempt only), CO, CT, FL, GA, , IL, IN, IA, KS, KY, MA, ME, MD, MI, MN, MO, MT, NC, NE, NJ, NM, NV, NY, OH, OK, OR, PA, SC, SD, TN, TX, UT, VT, VA, WA, and WI. Please only apply if you are able to live and work full-time in one of the states listed above.

For remote technical positions located in Canada, we are only able to hire individuals…

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