Insurance Sales Representative (Base Salary + Monthly Incentives)
Kin Insurance, Chicago, IL, United States
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, ID, 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, ID, 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 who reside in Ontario. Applicants must be able to live and work full-time in Ontario to be considered.
State locations and specifics are subject to change as our hiring requirements shift.
EEOC statement Kin is proud to be an Equal Employment Opportunity and Affirmative Action Employer. We don't just accept difference – we honor it, nurture it, and celebrate it. We don’t discriminate based on race, religion, color, national origin, gender (including pregnancy, childbirth, or related medical conditions), sexual orientation, gender identity, gender expression, age, status as a protected veteran, status as an individual with a disability, or other applicable legally protected characteristics. Kin welcomes and encourages applications from people with disabilities. Accommodations are available on request for candidates taking part in all aspects of the selection process. If you require accommodation, please contact us by sending an email to careers@kin.com
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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, ID, 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, ID, 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 who reside in Ontario. Applicants must be able to live and work full-time in Ontario to be considered.
State locations and specifics are subject to change as our hiring requirements shift.
EEOC statement Kin is proud to be an Equal Employment Opportunity and Affirmative Action Employer. We don't just accept difference – we honor it, nurture it, and celebrate it. We don’t discriminate based on race, religion, color, national origin, gender (including pregnancy, childbirth, or related medical conditions), sexual orientation, gender identity, gender expression, age, status as a protected veteran, status as an individual with a disability, or other applicable legally protected characteristics. Kin welcomes and encourages applications from people with disabilities. Accommodations are available on request for candidates taking part in all aspects of the selection process. If you require accommodation, please contact us by sending an email to careers@kin.com
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