Senior Recruiter

Sidecar Health is redefining health insurance. Our mission is to make excellent healthcare affordable and attainable for everyone. We know that to accomplish this lofty mission, we need driven people who will make things happen.

The passionate people who make up Sidecar Health’s team come from all over, with backgrounds as tech leaders, policy makers, healthcare professionals, and beyond. And they all have one thing in common—the desire to fix a broken system and make it more personalized, affordable, and transparent.

If you want to use your talents to transform healthcare in the United States, come join us!

About the Role

Sidecar Health is seeking a highly motivated and strategic Senior Recruiter to join our growing team. In this role, you will serve as a trusted advisor to hiring managers and executive leaders, driving full-cycle recruiting efforts across multiple departments. You will be responsible for building and executing proactive sourcing strategies, managing candidate pipelines, and delivering an exceptional candidate and hiring manager experience. The ideal candidate thrives in a fast-paced, high-growth environment, takes full ownership of hiring outcomes, and approaches recruiting as both a craft and a strategic function.

What You'll Do

• Serve as a consultative partner to hiring managers, developing deep understanding of team needs, role requirements, and long-term hiring goals
• Arrive prepared to intake meetings with pre-identified talent and sourcing strategies already underway
• Build and maintain long-term talent pipelines for critical and recurring roles through strategic talent mapping and market research
• Execute proactive outbound sourcing efforts to engage top talent across multiple channels, including referrals, LinkedIn, and niche platforms
• Manage the full recruiting lifecycle: sourcing, screening, interview coordination, stakeholder alignment, offer negotiation, and close
• Develop compelling narratives that effectively position the company, team, and role to prospective candidates
• Navigate complex offer negotiations and counteroffers, demonstrating influence and understanding of candidate motivations
• Track and analyze recruiting metrics to continuously optimize strategies and improve efficiency
• Ensure an excellent candidate experience at every touchpoint, while maintaining strong internal alignment with hiring teams
• Contribute to the continuous improvement of talent acquisition processes, tools, and strategies

What You'll Bring

• 8+ years of full-cycle recruiting experience, ideally with a mix of agency and in-house roles
• Proven success in hiring for technical and non-technical roles within tech, healthcare, or fast-growth startup environments
• Demonstrated expertise in building pipelines for both immediate hiring needs and long-term strategic roles
• Strong sourcing and research skills with fluency in various tools and platforms (e.g., LinkedIn Recruiter, Gem, Greenhouse)
• Excellent interpersonal and communication skills with the ability to influence at all levels of the organization
• Deep understanding of recruitment best practices, market trends, and competitive positioning
• Highly organized, self-driven, and comfortable managing multiple open roles across departments
• Strong business acumen with the ability to translate hiring goals into strategic recruiting plans
• Passion for delivering high-quality outcomes with a sense of urgency, ownership, and attention to detail
• Bachelor’s degree

What You'll Get 

• 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.