Senior People Operations Manager, CareMessage

• This is a role for someone who can think strategically and act operationally, maintaining the integrity of daily HR processes while designing and implementing improvements that lay the foundation for the organization’s long-term success
• We are seeking a mission-driven, strategic, and empathetic leader who thrives at the intersection of operations and transformation
• The ideal candidate balances operational rigor with creative problem-solving and innovation, can inspire and influence others while building trust with colleagues at all levels, and thinks strategically with a long-term perspective while maintaining focus on daily execution
• They understand the responsibility, impact, and privilege of the People Operations function, are energized by building systems and processes that scale and improve the employee experience, and bring lived experience managing teams, advising managers, and navigating complex HR situations
• They hold diversity, equity, inclusion, accessibility, and belonging (DEIAB) as guiding principles in all decisions
• Deep commitment to CareMessage’s mission and values
• 5+ years of experience in a senior role on a high-performing people operations or HR team
• 5+ years experience advising managers, navigating employee relations, and guiding complex employee decisions
• 3+ years completing operational HR tasks like payroll processing, policy and compliance, employee onboarding, employee offboarding, supporting benefits and open enrollment, and managing leave balances
• 3+ years managing and coaching people (This role does not currently manage people, but acts as an advisor to people managers. Understanding the the experience of people managers is critical.)
• Exposure to DEIAB-focused HR initiatives and brings experience managing and developing equity-based programs and systems
• Experience leading people operations processes in fully remote organizations
• Skilled at balancing operational excellence with forward-thinking problem-solving
• Exceptional interpersonal, analytical, and judgment skills
• Strategic thinker who can plan for long-term impact while executing daily operations

Desirable

• CareMessage is seeking a Senior People Operations Manager to join our People Operations team
• Reporting directly to the Director of People, this role drives operational excellence across the employee lifecycle, balancing daily operations with forward-thinking process improvement and innovation
• You will advise managers, shape equitable policies, and ensure consistency while creating an exceptional experience for every team member
• You will have a profound impact on CareMessage’s culture, supporting managers and team members in ways that advance our organizational mission
• This is a truly unique experience to drive innovation while impacting and supporting daily operations
• Serve as a trusted advisor for complex employee questions about policies, benefits, payroll, and procedures
• Lead onboarding and offboarding, ensuring consistent, equitable, and positive experiences
• Partner with Finance and IT to ensure smooth provisioning and de-provisioning
• Conduct exit interviews, synthesize feedback, and recommend improvements
• Draft and update policies aligned with organizational goals, compliance, and DEIAB practices
• Recommend and implement solutions that improve processes and reduce pain points
• Ensure integrity and accuracy of HR systems (e.g., Sequoia One OS, Lattice, Lever)
• Develop and maintain reporting dashboards supporting KPIs such as headcount, turnover, engagement, and training completion
• Identify trends in data to guide leadership decisions
• Track compliance deadlines, manage documentation, and advise leaders on risk areas
• Partner with the Director of People to evaluate and improve systems and processes
• Partner with PEO on payroll and benefits administration, including escalations and audits
• Provide guidance to employees on benefits and leave policies, escalating sensitive issues
• Lead annual open enrollment logistics, including communications and Q&A sessions
• Support compensation structures and total rewards planning
• Lead logistics and communications for performance management cycles
• Partner with managers to develop actionable, equitable feedback aligned with SMARTIE goals
• Support career development, ensuring equity and access to growth opportunities
• Coordinate professional development programs and track impact
• Partner on engagement and DEIAB initiatives
• Manage recognition and culture programs, recommending initiatives to enhance belonging and connection
• Participate in team events, offsites, training, and culture-building activities
• Engage in ad hoc working groups supporting CareMessage’s mission
• Pursue growth and skills-based development opportunities
• Maintain accurate records of time, expenses, and engagements
• Exemplify C.A.R.E. values through mission-aligned work
• Support additional projects to advance organizational goals
• Within 1 Month, You Will Have:
• Completed onboarding and developed an understanding of CareMessage, our product, and our team
• Developed an understanding of our existing frameworks
• Connected with people managers and started to build critical relationships
• Developed a relationship with our external PEO partners
• Within 3 Months, You Will Have:
• Owned HR processes end-to-end with confidence and independence
• Built strong relationships with managers and team members
• Contributed to improvements in HR systems, reporting, and employee experience
• Established ownership for people processes and developed comfortability working in our systems and tools