Sales Development Manager

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6 hours ago

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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

• Serve as a player-coach: lead a team and personally contribute to outbound strategy, messaging refinement, and high-priority prospecting efforts • Coach, train, and elevate SDRs through call reviews, live role-plays, skill sessions, and feedback loops • Run structured weekly operating rhythms across the team (huddles, coaching, pipeline reviews) • Partner with Sales, Marketing, and RevOps to align ICP, personas, value props, and outbound campaigns • Analyze SDR performance metrics (activity levels, conversion rates, meeting quality, pipeline contribution) and use insights to drive improvement • Maintain operational excellence in Salesforce, Outreach, and LinkedIn Navigator • Hire, onboard, and ramp new SDRs to full productivity • Model Sidecar Health’s standards of clarity, credibility, and member-first communication in your own outbound work • Build repeatable systems that drive week-over-week improvement across the team.

🎯 Requirements

• 2+ years of experience managing SDRs or BDRs in a high-volume outbound environment • A proven ability to succeed as a player-coach — someone comfortable leading AND contributing hands-on • Strong coaching ability: you love developing reps and elevating skillsets through call coaching and messaging refinement • Deep knowledge of outbound prospecting, sequencing, objection handling, and discovery fundamentals • Data-driven decision-making with the ability to diagnose bottlenecks and drive conversion improvement • Operational rigor; you bring structure and consistency to a fast-paced environment • Experience with Salesforce, Outreach, and LinkedIn Navigator (or willingness to learn quickly) • Growth mindset — resourceful, coachable, and committed to improving just like your team • Excellent communication skills, presence, and a bias toward action.

🏖️ 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.