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Grow Your Career at Policy Bear.

Join the Bear Family, where your expertise makes a real difference. At Policy Bear, your career helps build a healthier, happier future for our clients and for you. Let’s do something bigger together.

Excellent 4.8/5
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Entrepreneurial Spirit
We're not just building another so-called insurance entity in a massy crowd of sales chaos. We are creating something fundamental and holistic. At Policy Bear, our success isn't measured by how many policies we sell, but by how many families we protect with our actuarial services.
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When you join Policy Bear, you're joining a noble mission that allows you to serve vulnerable people with your talent and experiences.
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Ripon Kumar

Founder & CEO

Our Values & Philosophy

What sets Policy Bear apart in the health insurance industry

Compassion over conversion

We take the time to understand your unique needs. Our advice is always personal, never just a sales pitch.

Empowerment over pressure

We provide clear information to empower one with the confidence to choose the best coverage for their situation.

Clarity over confusion

No jargon. No tricks. We make health insurance simple, so you know exactly what you’re getting.

Service over sales

We focus on your long-term health, not just our sales. Lasting relationships matter most.

Life at Policy Bear

A caring culture where being helpful is highly encouraged and celebrated. From wherever you're working, be it at headquarters, your home, or anywhere in between, you're part of a team where your growth is as important to us as it is to you.

Flexible

Our environment is remote-first and co-working. Work from anywhere that helps you best to fuel your creativity, be at home or corporate office.

Learning Opportunity

We invest in your expertise with the scope of good learning facilities. Because we believe your improvement means our improvement.

Recognition

We apprehend when your performance helps an individual get access to the care they need.

Why Work at Policy Bear

Earn More with Purpose: Performance and Equity in perfect balance

Competitive base salaries

We offer salaries in the top 25% of the market to reward your talent.

Performance bonuses

Bonuses are earned through genuine client satisfaction, not just sales quotas.

Equity opportunities

Exceptional contributors can earn equity, sharing in the company’s long-term growth and success.

Salary Increment

We provide salary increments yearly, based on your skill growth and measurable contributions.

Health insurance

We provide company-paid health insurance to keep you and your family well-covered.

Yearly tour

Enjoy a fully paid annual company trip, including travel and accommodation expenses.

Open Opportunities
Find Your Perfect Fit—Filter by department, location, and level.
Licensed Health Insurance Agent
Sales & Client Relations Remote Full Time
Help individuals and families navigate ACA health insurance options with compassion and expertise. You'll guide clients through plan selection, enrollment, and ongoing support.
Aug. 26, 2025
Voices from the Bear Family
"I joined Policy Bear as a customer service rep two years ago. Today, I'm a licensed agent leading our SHOP enrollment team. The growth opportunities here are real —not just promises in an employee handbook."
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Maria Santos

Senior Health Insurance Advisor

"What do I love most? The 'Wow moments.' When someone finally understands that yes, they can afford quality healthcare, and yes, they deserve it. Those conversations make everything worth it."
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James Chen

Licensed Insurance Agent

How to Join Our Team

Accessible by Design, Inclusive by Choice

Submit Application

Send us your resume. We review every application personally within 3 business days.

HR Team Interview

45-minute conversation about the role, our culture, and your questions.

Leadership Interview

Final discussion about career goals and company vision.

Welcome to the Team

Quick onboarding with team members and professional mentorship.