Insurance Sales Representative (4 day work week, 100% remote)

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6 Locations
In-Office or Remote
Fintech • Insurance • PropTech
The Role

Kin is redesigning insurance to be smarter, faster, and centered on the customer. We use intelligent pricing, offer seamless bundling, and make every step (from purchasing, servicing to claims) simple and friction-free, especially in the places traditional insurers often ignore.

We empower people to protect what matters most, starting with their homes and expanding to all they value, in a world where climate risks, rising costs, and outdated systems leave too many behind. Our approach has fostered amazing growth, attracted marquee investors, and earned us accolades, including being named to:

  • Built In Chicago's Best Places to Work, Midsize Companies (2021-2025).

  • Forbes' America's Best Startup Employers (2021- 2024, Ranked #37 in 2024).

  • Inc. 5000 Fastest-Growing Private Companies.

  • Forbes’ Fintech 50.

Simply put, our people are what make us great – we need forward-thinking, inspired game-changers like you to join us in our mission.

Quick Summary

Inbound licensed insurance sales role with $88K+ 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 Representatives to help homeowners confidently navigate home insurance and related products during key moments in their lives.

As a critical part of Kin’s growth strategy, this role exists to convert high-intent homeowners into long-term customers through expert guidance, trust-building, and consultative sales. With qualified leads provided by our Marketing team, you’ll focus on what you do best—connecting with customers, closing sales, and delivering an exceptional experience from first contact to bind.

This is a high-impact, high-earning role at a moment of strong company growth, where top performers consistently reach six figures and beyond through uncapped commissions and performance incentives.

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

Your Experience & Skills

Required:

  • 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

We’ll also consider candidates who:

  • Have prior insurance sales experience (even if not recent) with an active license and CE

  • Bring strong sales experience from other industries

Bonus Points:

  • Licensed in California

  • Surplus Lines License

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 March 30, 2026 training class.

Our Approach

Applications for this role are accepted on an ongoing basis.

While our recruiting team uses AI tools for efficiency, resumes are screened by recruiters, and all candidate evaluations and hiring decisions are made by recruiters and hiring teams.

You can expect the hiring process to take approximately ~1-2 weeks from initial interview to hiring decision. The process includes:

  • Application Review → AI Screen / Recruiter Screen → Technical Assessment → Final Interview with Hiring Managers → Decision

Our BenefitsCompensation at a Glance
  • On-target earnings (OTE) starting at $88,000, with uncapped commissions

  • $40,000 base salary

  • $4,000 annual bonus tied to policy attainment goals

  • Guaranteed minimum of $1,500/month for the first three months post-training

  • 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

This role is eligible to earn additional monthly incentive compensation through the Kin Sales Incentive Program.

Our Core Values

At Kin, our values guide how we work and win together:

Run through walls, together – We challenge the status quo and take action with grit and teamwork.
Raise the bar. Drop the ego – High performance, low drama, and mutual respect.
Act like an owner – Take accountability, ask questions, and do the right thing.
Operate lean. Deliver more – Use focus, efficiency, and technology (including AI) to multiply impact.
Keep asking “What if?” – Stay curious, data-driven, and committed to continuous improvement.

Applications for this role are accepted on an on-going basis.

#LI-EG1

#LI-Remote

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 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.

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.

State locations and specifics are subject to change as our hiring requirements shift.

About Kin

Kin is the only pure-play, direct-to-consumer digital insurer focused on the growing home insurance market. We make policies convenient and affordable through a technology platform that delivers a seamless user experience, customized options for coverage, and fast, high-quality claims service. Kin is a fully licensed carrier that offers coverage through its reciprocal exchanges which are owned by its policyholders. To learn more, visit www.kin.com.

 

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 [email protected]

Kin Insurance Compensation & Benefits Highlights

The following summarizes recurring compensation and benefits themes identified from responses generated by popular LLMs to common candidate questions about Kin Insurance and has not been reviewed or approved by Kin Insurance.

  • Leave & Time Off Breadth Flexible PTO options, paid holidays, and paid sick days are part of the package. These elements provide meaningful time away from work.
  • Parental & Family Support Paid parental leave is available for both birthing and non-birthing parents, along with a return-to-work program. Feedback suggests the leave is generous and clearly structured.
  • Retirement Support A 401(k) plan with company match is included. This provides structured support for building retirement savings.

Kin Insurance Insights

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The Company
HQ: Chicago, IL
750 Employees
Year Founded: 2016

What We Do

Kin is on a mission to change home insurance from what it is to what it should be. Whether we’re leveraging data to create customizable coverage or providing claims service that goes above and beyond expectations, our members are at the heart of everything we do. In the face of ever-growing climate risk, our members deserve an insurance company that cares about them. We aim to stick with them through thick and thin. That’s why as a company we: • Run through walls. • Raise the bar, and drop the ego. • Act like owners. • Always ask “What if?” These values allow us to make a difference in the lives of homeowners in catastrophe-prone areas of the county. Read more about our core values at kin.com/careers/.

Why Work With Us

We don't want to brag or anything, but we're pretty excited to be a force of change in the insurance industry! We are direct to consumer, built on the latest technology, we are member owned, and most importantly, we serve states most impacted by climate change.

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