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People Operations Manager

CasechekRemote - USPosted 2 Aug 2026

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About this role

Casechek is on a mission to innovate the implant supply chain and bring greater transparency to the cost of patient care. From procurement to payment, Casechek automates workflows for vendor supported surgical procedures. Our emergent Bill Only solution provides a comprehensive system of record for Hospitals and Health Systems to manage the complexity of surgical cases with implantable medical devices, expose hidden expenses and surface revenue opportunities.

As a People Operations Manager , you will take full ownership of our people operations function. In this pivotal role, you will oversee all aspects of talent acquisition, workforce strategy, talent development and culture cultivation. As a trusted advisor to both leadership and team members, you will enhance policies and procedures, spearhead engagement initiatives, and manage compensation and benefits administration to support our team's growth and well-being.

This position offers a unique opportunity to lead and drive organizational growth. Casechek is a highly collaborative environment, and our team is also self-motivated and works independently. We strongly believe that great ideas are not created in isolation. Our team interacts with our healthcare customers to understand their needs and ultimately deliver the best user experience possible. ABOUT US Casechek is based out of Chicago’s Fulton Market, but we’re a hybrid, remote and in-person team.

We are highly motivated and passionate about solving healthcare’s messiest problems with new technologies. We value diversity, curiosity, and a passion for learning. The team has a lot of advanced degrees and even a few professional musicians. Innovating the implant supply chain is a marathon and not a sprint. We support each other in long-term growth and value developing transferable skills. ABOUT YOU Highly motivated with a strong sense of urgency to drive results.

Passionate about fostering great teams and building ethical organizations. Demonstrated ability to take ownership of projects with minimal oversight. Strong presentation skills, capable of articulating complex ideas effectively. Resourceful self-starter with a proactive approach to problem-solving. Exceptional ability to prioritize and manage multiple projects simultaneously. Proficient in handling highly sensitive and confidential information.

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Advocate for diversity and inclusion, committed to creating an inclusive work environment. RESPONSIBILITIES Lead all aspects of talent acquisition, from sourcing and interviewing to onboarding, ensuring a positive experience for candidates and team members. Develop and execute workforce strategies that align with organizational goals, fostering a culture of continuous improvement and employee engagement. Serve as a strategic advisor to leadership and team members on people operations matters, providing guidance and support.

Oversee payroll and benefits administration in partnership with our PEO. Stay updated on HR best practices, labor laws, and industry trends to ensure compliance and drive continuous improvement. REQUIREMENTS 7+ years of People Operations experience including full-cycle recruiting, onboarding, payroll and benefits administration, policy development, personnel relations and leading engagement initiatives. Bachelor’s degree Experience filling technical and data driven roles including software engineering and data analytics positions.

Strong analytical skills with the ability to use data to drive outcomes. Excellent interpersonal skills and coaching ability. In-depth knowledge of human resources best practices and labor laws. Demonstrated success in building high-caliber organizations. Reside in the Chicagoland area and be able to work in the office as part of a hybrid work environment. TECH STACK Leapsome Greenhouse ATS Google Workplace Slack Docusign Carta WHY YOU’LL LOVE WORKING HERE Competitive Salary and Annual Bonus – The salary range for this role is $100,000 - $115,000 Opportunity for Long-Term Incentives (LTI) – Be part of our success with equity or long-term incentive plans that grow with the company.

401(k) Match – Invest in your future with our generous matching program to help you build long-term financial security. Work-from-Home Flexibility – Enjoy the freedom to work where you're most productive with a supportive hybrid (Chicago) or remote setup (National). Flexible Time Off (Unlimited PTO) – Recharge and focus on what matters most with unlimited paid time off tailored to your needs. Parental Leave – Take time to bond and care for your growing family with fully paid parental leave options.

Comprehensive Medical and Dental Benefits – Prioritize your health and well-being with premium plans for you and your family. Brand-New Pro-Level Laptop – Equipped with top-tier tools and technology to set you up for success from day one. Annual Education Budget – Expand your skills and knowledge with dedicated funding for courses, certifications, and learning resources.

Source listing: greenhouse_casechek

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