Senior Manager, Total Rewards

Position Summary:   

Direct Supply is building the future of healthcare technology with industry-leading products, solutions and platforms to help improve the lives of millions of seniors and those who care for them.  

The Total Rewards Leader will be a key member of the HR leadership team and responsible for designing, implementing, and managing compensation, benefits, and wellbeing strategies and programs. This role requires a hands-on leader who can develop our Total Rewards strategy and help implement it – in our Partner (employee) owned company. The ideal candidate will have a deep understanding of market trends, AI-driven solutions, and data analytics to optimize total rewards programs in a rapidly evolving business landscape. 

Why join us? Lead a high-impact function that drives Partner engagement and supports our company’s success. Leverage AI and data analytics to shape the future of rewards. Collaborate with a dynamic leadership team dedicated to innovation and growth. 

What You’ll Do and Impact:  

Benefits, Compensation and Wellbeing 

• Develop, implement, and maintain Direct Supply’s total rewards strategy, ensuring competitive pay and benefits programs. 

• Lead health, retirement, and wellness programs to enhance Partner experience and engagement. 

• Utilize AI and technology to optimize benefits administration, deliver data-driven insights on program effectiveness and inform future strategies and decisions. 

• Collaborate with vendors and stakeholders to enhance offerings and cost efficiency. 

• Design and manage competitive compensation programs, ensuring market alignment through AI-driven analytics and market surveys. 

• Lead Senior Total Rewards Associate and Benefits Program Manager and collaborate with HR Operations to ensure our Partner rewards are communicated and delivered with excellence.  

• Partner with finance and SVP of HR to align rewards investments with HR and business objectives. 

• Ensure compliance with regulatory requirements, including 5500 filings, SARs, CMS, and policy renewals. 

• Serve as the escalation point for complex compensation and benefits matters, liaising between Partners and vendors, when needed. 

Market Trends & Future of Work 

• Monitor emerging trends in compensation, benefits, and wellbeing, particularly in the age of AI, automation, and the future of work. 

• Proactively adjust programs to maintain a competitive edge in talent attraction and retention. 

• Ensure compliance with evolving labor laws, benefits regulations, and pay transparency mandates. 

Technology & AI 

• Drive automation and efficiency in rewards administration through HR technology and AI solutions. 

• Utilize workforce data insights to optimize rewards strategies and improve business outcomes. 

Collaboration & Communication 

• Fully engage as a collaborative and solution-oriented member of the HR Leadership team; support HR department initiatives 

• Partner with business leaders to align total rewards strategies with broader HR and business goals. 

• Effectively communicate compensation and benefits programs to Partners, ensuring understanding and inspiring top performance. 

• Lead change management efforts related to total rewards initiatives and transformation. 

What you’ll bring: 

Education:

• Bachelor’s degree in Business, Finance, HR, or related field 

Experience: 

• 7+ years in compensation and benefits administration, implementation, analysis, and compliance 

• 3+ years cultivating high performing teams and developing team members to meet future business needs 

• Knowledge of self-funded medical plans and 401(k) plans 

• Track record of designing efficient compensation and benefit programs for a highly technical workforce to motivate and reward exceptional performance 

• Strong working knowledge of ERISA, COBRA, HIPAA, PPACA, IRS regulations, etc. 

Leadership: 

• Proven experience reimagining the Total Rewards function (or parts of it) significantly improving workflows and productivity through AI and technology 

• Excellent stakeholder management, data storytelling, and strategic problem-solving skills 

• Deep knowledge of market trends, legal compliance, and workforce wellbeing strategies 

• Ability to lead and deliver multiple complex projects simultaneously  

Technology & Data: 

• Hands-on experience with HRIS, AI-driven compensation tools, benefits platforms, and analytics. 

• Proficiency analyzing, interpreting and summarizing complex data, preparing reports, and making recommendations to leadership 

Additional Items of Interest: 

• Certified Compensation Professional distinction  

• Sales compensation program design