Sidecar Health · 1 day ago
Sales Development Representative, Remote
Sidecar Health is redefining health insurance with a mission to make excellent healthcare affordable and attainable for everyone. They are seeking a Sales Development Representative to create first impressions, uncover needs, and open doors for the sales team in a fast-paced, performance-driven environment.
FinTechHealth CareHealth InsuranceInsuranceInsurTech
Responsibilities
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
Qualification
Required
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
Comprehensive Medical, Dental, and Vision benefits
A 401k retirement plan
Paid vacation and company holidays
Company
Sidecar Health
Sidecar Health's employer plans empower members with transparency, control, and financial incentives to make smart healthcare decisions.
Funding
Current Stage
Late StageTotal Funding
$328MKey Investors
Koch Disruptive TechnologiesDrive CapitalCathay Innovation
2024-06-26Series D· $165M
2021-01-26Series C· $125M
2020-07-23Series B· $20M
Recent News
2025-11-14
2025-09-24
Company data provided by crunchbase