About Waymark

Waymark is a mission-driven team of healthcare providers, technologists, and builders working to transform care for people with Medicaid benefits. We partner with communities to deliver technology-enabled, human-centered support that helps patients stay healthy and thrive. We’re designing tools and systems that bring care directly to those who need it most—removing barriers and reimagining what’s possible in Medicaid healthcare delivery.

Our Values

At Waymark, our values are the foundation of how we work, grow, and support one another:

• Bold Builders: We tackle the toughest challenges in care delivery by harnessing the power of community and technology.
• Humble Learners: We seek feedback, embrace diverse perspectives, and welcome challenges to our assumptions.
• Experiment to Improve: We use data to inform decisions and continuously assess our performance.
• Focused Urgency: Our mission drives us to act swiftly and relentlessly in pursuit of meaningful results.

If this resonates with you, we invite you to bring your creativity, energy, and curiosity to Waymark.

About this role

This is a pivotal role for a high-impact People Operations leader ready to own and strategically scale our core HR functions. You will thrive in a high-volume, rapidly evolving environment and be essential to driving the success of the People team. You bring strong HR generalist experience, the ability to execute daily HR operations with accuracy, urgency, and sound judgment and a strong passion for process improvement.

To be successful in this role, you must be able to independently manage and own all core operational HR functions including employee relations, benefits, LOA, onboarding/offboarding, HRIS, workers’ compensation, and compliance reporting. You are a process-improvement champion who is passionate about implementing structure, refining systems, and strengthening team-wide consistency as we scale

You will be critical in driving the success of the People team, ready to roll up your sleeves to build and contribute across the full range of people operations functions.

Key Responsibilities

• Continuous Process Transformation: Proactively identify, design, and implement end-to-end process transformations across the People team to ensure we can meet the demands of Waymark’s rapid, sustained growth.
• Data management & HRIS: Configure, maintain, and optimize the Rippling HRIS for accurate data management and reporting. Enter employee changes and ensure payroll and HR systems are updated accordingly. Ensure employee files are maintained in a compliant and efficient manner.
• Payroll & Compliance: Collaborate closely with Finance to audit and execute accurate payroll processing, focusing on timely, accurate, and compliant reporting.
• Elevated Employee Experience & Support: Serve as the trusted, day-to-day subject matter expert, developing scalable and efficient processes to resolve inquiries across benefits and employment policies.
• Onboarding : Manage onboarding compliance steps (I-9s, systems setup, file creation). Ensure consistent and positive new-hire experience across all teams.
• LOAs: Manage LOAs in accordance with applicable state and federal laws, liaising between the LOA vendor, employees, manager and other internal People team members. Guide employees and managers through requirements and timelines.
• Strategic Benefits Program Management: Lead all day-to-day benefits operations (QLEs, 401(k), Open Enrollment), and actively partner with the VP, Head of People to evolve our total rewards strategy to remain highly competitive.
• Policy Ownership: Primary owner responsible for People team policies and SOPs. 

Minimum Qualifications

•  7+ years of progressive HR experience
• Bachelor’s Degree or equivalent experience
• Expert-level knowledge of employee benefits, LOAs, HR Compliance and employment-related laws and regulations
• Experience with HRIS (preferably Rippling)
• Proven track record and desire for process improvement.
• Superior written and verbal communication skills

Preferred Qualifications 

• Healthcare industry experience preferred.
• Combination of start up and established organization experience preferred
• SHRM-CP, SHRM-SCP, PHR, or SPHR Certification preferred

Salary Range

US Employees in San Francisco/Bay Area, New York City - $122,500 - $150,000

US Employees in Boston, Los Angeles, Seattle, Washington DC - $112,700 - $138,000

US Employees in Arlington, Denver, San Diego, Sacramento - $107,800 - $132,000

US Employees in Albany, Atlanta, Austin, Baltimore, Central/Southern, Charlotte, Chicago, Dallas/Fort Worth, Detroit, Houston, Las Vegas, Miami, Milwaukee, Philadelphia, Portland, Research Triangle, Salt Lake City, Twin Cities - $98,000 - $120,000

US Employees in Baton Rouge, Birmingham, Charleston, Cincinnati, Cleveland, Daytona Beach, Indianapolis, Nashville, New Orleans, Omaha, Phoenix, Pittsburgh, St. Louis, Tampa - $95,060 - $116,400

In addition to salary, we offer a comprehensive benefits package. Here’s what you can expect:

Stock Options: Opportunity to invest in the company’s growth.

Work-from-Home Stipend: A dedicated stipend for your first year to help set up your home office.

Medical, Vision, and Dental Coverage: Comprehensive plans to keep you and your family healthy.

Life Insurance: Basic life insurance to give you peace of mind.

Paid Time Off: 20 vacation days, accrued over the year, plus 11 paid holidays.

Parental Leave: 16 weeks of paid leave for birthing parents after six months of employment, and 8 weeks of bonding leave for non-birthing parents.

Retirement Savings: Access to a 401(k) plan with a company contribution, subject to a vesting schedule.

Commuter Benefits: Convenient options to support your commute needs.

Professional Development Stipend: A dedicated stipend supports professional development and growth.

Offer of employment is contingent upon successful completion of a background check.

Don’t check off every box in the requirements listed above? Please apply anyway! Studies have shown that some of us may be less likely to apply to jobs unless we meet every single qualification. Waymark is dedicated to building a supportive, equal opportunity, and accessible workplace that fosters a sense of belonging – so if you’re excited about this role but your past experience doesn’t align perfectly with every preferred qualification in the job description, we encourage you to still consider submitting an application. You may be just the right candidate for this role or another one of our openings!