Senior Manager Total Rewards

Senior Manager, Total Rewards

Reports to: VP of Talent Status: Full-Time, Exempt Location: Remote

Who We Are:

We are a private-equity-backed, multi-brand operating platform in the vacation rental and hospitality services space. We partner with founder-led and operator-driven businesses across the U.S. to help them scale while preserving what makes them great locally.

The Opportunity:

We are seeking a Director of Total Rewards to design and lead our compensation, benefits, and rewards strategy. This is a foundational role reporting to the VP of Talent and working closely with the executive team to build the programs that enable our people strategy and support long-term value creation.

Approximately 50% of this role is focused on compensation design and administration — establishing market-aligned pay bands, supporting our Management Incentive Plan (MIP), and building the analytical foundation for enterprise-wide pay decisions. The balance of the role spans benefits strategy and administration, bonus program oversight, and talent analytics that inform people planning and investment decisions.

This is not a maintenance role. You will build programs from the ground up, introduce structure where there is ambiguity, and operate as a true strategic partner to HR and the business. If you thrive on building in a high-growth, PE-backed environment and are energized by using data to drive decisions, this is your opportunity.

What You’ll Do

Compensation Strategy & Management

• Build and scale a comprehensive compensation framework, including market-aligned salary bands across all roles and levels.

• Lead the annual compensation cycle, including merit increases, market adjustments, and off-cycle actions.

• Conduct ongoing market benchmarking to ensure competitive and equitable pay practices across a distributed workforce.

• Partner with senior leadership to shape compensation strategies that support hiring, retention, and internal equity.

• Develop and maintain job architecture, leveling frameworks, and classification standards.

• Advise managers and HR partners on offer strategy, pay positioning, and equity considerations.

Incentives & Total Rewards

• Own the design and administration of incentive programs, including the Management Incentive Plan.

• Develop short-term incentive programs tied to individual and business performance.

• Support long-term incentive planning in partnership with executives and investors.

• Ensure total rewards programs are competitive, fair, and aligned with a performance-driven culture.

• Create clear tools and communications to help employees understand the full value of their compensation.

Benefits & Wellbeing

• Lead benefits strategy, including vendor selection and program design across health, retirement, and insurance offerings.

• Manage open enrollment from planning through execution.

• Evaluate and enhance leave programs to ensure compliance and competitiveness.

• Oversee benefits administration and partner with HR teams to ensure accuracy and efficiency.

• Analyze cost and usage trends to inform plan improvements.

• Ensure compliance with all relevant regulations.

People Analytics & Insights

• Build analytics capabilities to generate insights on pay equity, retention, and workforce planning.

• Deliver executive-level reporting on compensation, benefits, and headcount trends.

• Partner with Finance on workforce planning, cost modeling, and forecasting.

• Conduct surveys, pay equity analyses, and segmentation studies to inform decision-making.

• Support M&A efforts by assessing and integrating total rewards programs.

What You’ll Bring

Experience & Background

• 8 years of experience in total rewards, with strong expertise in both compensation and benefits.

• Proven experience designing or transforming compensation structures and incentive programs.

• Experience working in multi-site, field-based, or high-growth environments preferred.

• Demonstrated ownership of total rewards strategy in lean or scaling organizations.

• Experience with executive compensation or investor-backed environments is a plus.

• Relevant certifications such as CCP or CBP are preferred.

• Bachelor’s degree required; advanced degree is a plus.

Technical Expertise

• Strong knowledge of compensation benchmarking and survey tools.

• Proficiency in HRIS and compensation platforms such as Workday, ADP, or UKG.

• Advanced Excel and analytical capabilities; experience with BI tools is a plus.

• Hands-on experience managing incentive programs tied to business outcomes.

• Deep understanding of benefits compliance requirements.

• Ability to translate complex data into clear and actionable insights for senior stakeholders.

Leadership & Mindset

• Builder mindset with a focus on creating scalable systems and structure.

• Strong ownership and accountability for outcomes.

• Data-driven thinker with sound business judgment.

• Confident communicator with strong executive presence.

• Collaborative across functions including HR, Finance, Legal, and Operations.

• High level of integrity and discretion when handling sensitive information.

• Alignment with values such as leadership, accountability, and excellence.

Benefits & Flexibility

• Comprehensive health and retirement benefits.

• Flexible, remote-friendly work environment with occasional travel.