Sales Development Representative

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November 21

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Sidecar Health

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Healthcare Insurance

Sidecar Health is a health insurance company that provides comprehensive major medical insurance with upfront pricing and no network restrictions or referral requirements. Their goal is to put employees in control of their healthcare by giving them a clear budget for care and allowing them to choose any doctor without surprise costs. They emphasize access to prescriptions without limitations and protection for unplanned care. Sidecar Health also offers transparent pricing and the option for members to save money if they find providers who charge less than their plan pays. Their offerings include individualized access plans and employer plans, ensuring members always have a choice of qualified doctors.

201 - 500 employees

Founded 2018

⚕️ Healthcare Insurance

📋 Description

• 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

🎯 Requirements

• 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

🏖️ Benefits

• Competitive salary, bonus opportunity, and equity package • Comprehensive Medical, Dental, and Vision benefits • A 401k retirement plan • Paid vacation and company holidays • Opportunity to make an impact at a rapidly growing mission-driven company transforming healthcare in the U.S.