Sales Development Representative, Sidecar Health
$60k
Plus uncapped performance-based commission and equity
Digital health insurance platform
Be an early applicant
Digital health insurance platform
201-500 employees
Be an early applicant
$60k
Plus uncapped performance-based commission and equity
201-500 employees
Company mission
To make healthcare affordable.
Role
Who you are
- 1+ year of experience in an outbound SDR/BDR role or similar high-volume prospecting environment
- Strong communication skills and comfort reaching out to prospects through multiple channels
- Ability to manage structured daily activity while staying organized and resilient
- Familiarity with Salesforce, Outreach, and LinkedIn Navigator (or willingness to learn quickly)
- A growth mindset — coachable, driven, and committed to improving each week
- Track record (or clear potential) for hitting meeting goals, converting qualified leads, and contributing to pipeline
- Professional presence, attention to detail, and a genuine desire to build a career in sales
What the job involves
- Sales Development Representatives (SDRs) are the fuel for Sidecar Health’s top-of-funnel engine
- You’ll create first impressions, uncover needs, and open doors for the sales team
- This role is fast-paced, high-ownership, and built for someone who wants to grow quickly in a performance-driven environment
- Prospect into target accounts through outbound calls, emails, LinkedIn outreach, and multi-touch sequences
- Hit daily and weekly activity expectations with consistency and urgency
- Conduct light discovery to qualify interest, fit, and buying readiness
- Book high-quality meetings that convert into real opportunities for our sales team
- Maintain clean data in Salesforce and follow the SDR playbook for messaging and sequencing
- Collaborate with Regional Sales Managers and the SDR Manager to refine outreach, improve conversion rates, and share learnings
- Bring energy and ownership — participate in call coaching, team huddles, and skill-building sessions
- Represent Sidecar Health with credibility, clarity, and a member-first mindset
- Deliver results: consistent meeting attainment, strong conversion quality, clean operational execution, and week-over-week improvement
Our take
Sidecar Health’s insurtech platform allows users to tailor their own flexible healthcare plans based on their individual needs and budget. One of its main advantages outside of its flexibility is how the company doesn't use its own dedicated network of doctors, allowing the customer to see whomever they like while negating its own need to build nationwide networks.
On top of this it allows users to search and compare local health providers, and pay directly for care through its own payment card, often at a discount to what legacy insurance providers charge. Sidecar’s offering allows for better flexibility, more transparency and fewer financial burdens for unnecessary coverage areas.
The company has garnered plenty of praise, and financial backing, for its consumer-centric approach - and its latest raise positions Sidecar Health as a major disruptor in the market. That said, future growth will depend on how well it can expand its nationwide footprint, take on the legacy healthcare providers and work its way into employer and government-sponsored plans.
Steph
Company Specialist at Welcome to the Jungle
Insights
-28% employee growth in 12 months
Company
Funding (last 2 of 4 rounds)
Jun 2024
$165m
SERIES D
Jan 2021
$125m
SERIES C
Total funding: $328m
Company benefits
- Comprehensive Medical, Dental, and Vision benefits
- Paid vacation and company holidays
- Opportunity to make an impact at a rapidly growing mission-driven company transforming healthcare in the U.S
Company HQ
El Segundo, CA
Leadership
Patrick Quigley
(Co-Founder & CEO)Having worked at BEA Systems and QuinnStreet for a combined 8 years, they took an MBA at Wharton. They also served as CEO of Healthplans.com and Katch.
Veronica Osetinsky
(Co-Founder & COO)They studied at UCB before working at Bank of America and Paramax Capital. They worked at Quinstreet and Katch for 8 years prior to co-founding Sidecar Health.
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