Stride enables independent workers to reap the benefits of their independence.

We simplify the challenges of being self-employed by helping workers handle the complexities of insurance, finances, and taxes — in one convenient platform. Since we were founded in 2014, we have helped over 3.7 million workers save an estimated $5.4 billion on their taxes and monthly health insurance premiums.

Stride partners with over 100 leading companies like Uber, Amazon, DoorDash, and Instacart to provide their independent workers with access to our benefits platform. The company is backed by $96 million in capital from Venrock, New Enterprise Associates, Fidelity’s F-Prime Capital Partners, Mastercard, Allstate and King River.

The Role:

Stride Health empowers self-employed workers to do the work they love by giving them the tools to take control of their physical and financial well-being.

We are looking for licensed insurance agents to help our members navigate the benefits industry with a high-touch, customer-centric experience. This position will be a temporary contractor position that will join our Member Experience Team during our busy open enrollment season.

Stride is a digital-first benefits platform. Members can sign up for insurance directly on our website but at times will need expert guidance. In this position, you'll be our member’s first point of contact when they reach out for support. Your goal will be to leverage your insurance knowledge to help our members find the best option for their unique needs. The majority of your day will be spent on the phone assisting members with their insurance enrollments and becoming an expert on the Stride experience.

Responsibilities include but are not limited to:

Providing customers a seamless support experience
Following up with customers after enrollment in coverage to ensure they derive continued value from their investment in health, dental, or vision coverage
Helping customers navigate the healthcare system (harnessing the power of Stride’s proprietary tools)
Quickly identifying and resolving issues for customers when transactions and experiences don’t go exactly as planned
Comprehensively documenting phone calls and emails with members in Zendesk
Answering qualifying and benefit specific questions
Providing phone and email coverage for our members as scheduled

Experience & Qualifications:

We recognize that underrepresented groups such as women and BIPOC individuals are historically less likely to apply to a role if they don’t meet 100% of the listed qualifications. We encourage you to apply if you meet a majority of the qualifications and this role is aligned with your career trajectory.

When reviewing resumes we’ll be looking to see that you:

Are a licensed insurance agent
Have experience working with Healthcare.gov and/or other state based exchanges such as Covered California

If we have an opportunity to engage you in your interview process, we’ll look to assess how you

Communicate clearly and effectively in both verbal and written formats.
Demonstrate patience, empathy, and the ability to stay composed under stress.
Apply your insurance expertise to guide individuals through the process of signing up for health coverage.
Navigate and perform confidently within support or sales-based digital platforms.

We will prioritize candidates who:

Have experience using Zendesk
Have 5+ State Licenses
Have knowledge of ancillary insurance products
Are fluently bilingual

Compensation

Non-Exempt
40 hours per week
$28.00 - $33.00/hr.
Monday - Friday | 8:00am - 4:00pm PST

Helpful Information:

This resource will help explain Stride’s Compensation Philosophy and compensation practices, and will answer some common questions you might have.

Stride’s Compensation Philosophy utilizes a National Payscale, which is designed to fairly and equitably pay employees based on their performance and impact regardless of geographic location. For employees in the United States, our National Payscale leverages San Francisco Bay Area market data to determine our compensation bands for cash, commissions, or bonus (if applicable) and equity.

Unless otherwise noted, the cash compensation above is the total salary and does not include a bonus. In addition to cash compensation, all full-time Striders will be given stock options to participate in Stride’s equity incentive program. We want all Striders to be an owner of the company, value that ownership, and be able to participate in any future positive outcomes for the company.

Individual compensation packages are based on a few different factors unique to each candidate, including their skills, experience, qualifications, and other job-related reasons. Our compensation ranges are designed to be competitive, equitable, and growth-oriented.

We know that benefits are also an important piece of your total compensation package. To learn more about what’s included in total compensation, check out some of the benefits and perks Stride offers to all US-based employees.

At Stride, we believe in compensating Striders in ways that are true to their value in the marketplace, that inspire and motivate the team to execute our vision, that shape behavior toward productively building and sustaining Stride's culture, and that support the risks and rewards of a fast-growing technology company.

We know the confidence gap and imposter syndrome are a real thing. This can get in the way of meeting incredible candidates, so please don’t hesitate to apply — we’d love to hear from you!

Stride is an equal opportunity employer. We celebrate diversity and are committed to creating an inclusive environment for all employees.