Stride is the first portable benefits platform specifically designed for the nearly 60 million American independent workers who do not receive employer-based benefits.
The Stride platform offers access to insurance — health, dental, vision, life and other supplemental insurance — as well as financial tools to track income, mileage and other deductible expenses to manage their tax obligations, all via a single app. Since launching in 2014, Stride has helped more than 4.4 million workers save more than $8 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:
Cash compensation range: $88,000 - $107,000 USD/annually + equity We, at Stride, are seeking a Sales Development Representative (SDR) to drive top-of-funnel growth for our Enterprise SaaS pipeline. In this role, you’ll generate awareness of portable benefits and Stride’s unique offerings. You’ll work closely with the Business Development, Marketing, and Partnerships teams to build and execute outbound campaigns, conduct research to identify and map prospects, and ensure inbound inquiries are properly triaged.
You’ll be essential in evolving our pipeline mix from 100% outbound to a healthier balance of 70% outbound and 30% inbound. Additional responsibilities include, but are not limited to:
- Identifying target companies and buyer personas, and conducting in-depth research to build contact maps and strategic outreach plans
- Owning outbound outreach using tools like LinkedIn Sales Navigator and HubSpot and creating personalized 1:1 messages and sequences
- Collaborating with Marketing on outbound campaign content and strategy
- Triaging and qualifying inbound interest, ensuring leads are properly routed
- Building and managing structured follow-up systems to re-engage prospects at the right time
- Supporting the broader BD team by providing market insights and prospecting materials
- Tracking and reporting on outreach performance, adjusting strategies as needed
- Contributing to a feedback loop that improves Stride’s messaging, targeting, and go-to-market strategy
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 have:
- At least 1 year of experience in a Sales Development or Business Development role
- Experience with CRM tools (HubSpot preferred) and LinkedIn Sales Navigator
- Industry familiarity with health-tech, healthcare, benefits, or fintech
- Experience collaborating cross-functionally with Marketing or GTM teams
If we have an opportunity to engage you in your interview process, we’ll look to assess that you:
- Have strong written and verbal communication skills, with the ability to tailor messaging to diverse stakeholders
- Are fluent in organizational mapping, researching companies, and identifying buyer personas
- Are able to translate Stride’s value proposition to align with a company’s unique goals and pain points
- Are a self-starter, comfortable with ambiguity and autonomy
Stride is an equal opportunity employer. We celebrate diversity and are committed to creating an inclusive environment for all employees.
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 offersto 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.
