Head of Total Rewards

Anywhere Real Estate • $150K — $200K *
US-AnywhereRemote in Santa Clara, CA
Business Services
11 - 15 years of experience
6 days ago
Job Overview by Ladders

Qualifications

  • 12+ years of experience in Total Rewards, specializing in compensation, equity, and benefits
  • Proven ability to act as a senior individual contributor, executing strategies independently
  • Strong background in sales compensation design for high-growth SaaS or tech companies
  • Experience with equity programs and executive compensation in a pre-IPO or scaling environment
  • High business judgment with comfort advising senior leaders on complex decisions
  • Strong analytical skills with the capability to build and interpret compensation models
  • Ability to create structure from ambiguous situations and improve existing systems
  • Clear communicator capable of simplifying complex topics for decision-making
  • Interest in the impact of AI and data on talent management and rewards.

Responsibilities

  • Design and enhance a global compensation philosophy that aligns with performance and market competitiveness
  • Collaborate with People Operations and Finance to manage annual compensation cycles effectively
  • Provide strategic advice to executive leadership on pay decisions in challenging situations
  • Create practical guidance for management to ensure consistent compensation decisions
  • Prepare and present Board-level compensation materials alongside the CHRO
  • Take ownership of sales compensation plan design across roles and segments
  • Model and analyze plan economics and quota structures to ensure motivational plans
  • Oversee equity program design and administration, ensuring clarity in employee communications
  • Evolve a global benefits strategy by partnering with People Operations for compliance and competitiveness
  • Leverage data and AI to enhance decision-making processes in rewards.

Benefits

  • Flexible hybrid work environment, combining remote and in-office collaboration
  • Opportunity to be a leading expert and influencer in a dynamic team environment
  • Exposure to executive-level decision-making and strategic planning
  • Engagement in innovative compensation strategies, including AI and data integration
  • Work alongside experienced professionals in a fast-paced, growth-oriented company culture.
Full Job Description
Global Head of Total Rewards

About the Role

We are hiring a Global Head of Total Rewards to build, run, and evolve our global rewards strategy across compensation, equity, benefits, and sales compensation.

This is a high-ownership, senior individual contributor role reporting to the CHRO. You will operate as the company's end-to-end rewards expert, responsible for both designing the strategy and ensuring strong execution through close partnership.

You should be equally comfortable:
  • Building compensation frameworks from first principles
  • Designing executive and sales compensation packages
  • Driving cycles and decisions through cross-functional teams
  • Advising senior leaders when the answer is not obvious


This role is not just about maintaining programs. It is about bringing coherence, rigor, and modern thinking to how rewards works at Eightfold as we scale globally.

What You Will Do
Compensation & Rewards Strategy
  • Design and evolve a global compensation philosophy and framework aligned to performance, growth, and market competitiveness
  • Partner with People Operations and Finance to drive annual compensation cycles, shaping planning, benchmarking, calibration, and budget alignment
  • Advise executive leadership on pay decisions, leveling, and market positioning, especially in ambiguous or high-stakes situations
  • Build clear, practical guidance for managers to make consistent and high-quality compensation decisions
  • Prepare and present Board-level compensation materials in partnership with the CHRO

Sales Compensation (Critical Focus Area)
  • Own design and evolution of sales compensation plans across segments and roles
  • Partner closely with Sales, Revenue Operations, and Finance to align plans with GTM strategy, growth goals, and margin considerations
  • Model plan economics, quota structures, and payout curves with a strong point of view
  • Ensure plans are simple, motivating, and drive the right behaviors, not just mathematically correct
  • Act as a trusted partner to GTM leadership, not just a program manager

Equity & Executive Compensation
  • Own end-to-end equity program design and administration, including refresh cycles and new hire packages
  • Partner with Legal and Finance on equity strategy, dilution planning, and IPO readiness
  • Design and advise on executive compensation packages with sound judgment and market awareness
  • Improve how equity is communicated so employees understand its value

Benefits & Global Programs
  • Evolve a global benefits strategy that balances employee experience, cost, and scalability
  • Partner with People Operations on administration and vendor management, ensuring programs are competitive and compliant
  • Continuously evaluate programs and make practical, data-informed improvements

Systems, Data, and AI-Forward Thinking
  • Partner with People Operations to bring structure to rewards data, tools, and workflows
  • Use data and emerging AI capabilities to improve decision quality, efficiency, and insights in rewards
  • Act as an internal thought partner on how rewards can evolve in a skills-based, AI-driven talent model
  • Where relevant, help Eightfold dogfood its own platform and inform future product direction

What We Are Looking For
  • 12+ years of experience across Total Rewards, with strong depth in compensation and at least two of the following: equity, benefits, sales compensation
  • Proven ability to operate as a senior individual contributor who both designs and drives execution through others, without relying on a large team
  • Strong experience in sales compensation design in a high-growth SaaS or technology company
  • Experience with equity programs and executive compensation, ideally in a pre-IPO or scaling environment
  • High level of business judgment and comfort advising senior leaders on complex or ambiguous decisions
  • Strong analytical skills and ability to build and interpret compensation models
  • Ability to bring structure to ambiguity and improve partially defined systems
  • Clear, practical communicator who can simplify complex topics and influence decisions
  • Interest in how AI and data will reshape talent and rewards, even if you have not directly used AI in this domain yet

How You Operate
  • You are a builder and an operator. You don't wait for perfect inputs and you don't over-engineer
  • You take ownership and are comfortable being the go-to expert in the room
  • You bring a strong point of view, but adapt based on data and context
  • You care about both quality of thinking and quality of execution
  • You thrive in environments where the pace is high and the problems are not fully defined

Hybrid Work at Eightfold

We embrace a hybrid work model that blends remote and in-person collaboration. Employees near our Santa Clara, CA or Bangalore and Noida, India offices work in-office twice a week.

About Anywhere Real Estate

Anywhere Real Estate Careers

Joining Anywhere Real Estate offers an unparalleled opportunity to become part of a leading team in the real estate industry, where innovation, leadership, and professional growth are at the forefront of their mission. Anywhere Real Estate is renowned for fostering a culture of diversity and inclusion, making it a prime choice for individuals seeking not only a job but a meaningful career in real estate.

Explore Job Opportunities

Anywhere Real Estate is actively hiring, with numerous job opportunities designed to cater to a variety of skills and professional interests. Whether looking to start a career through an internship or seeking a senior position, Anywhere Real Estate provides a platform where talents are nurtured, and careers are built.

Experience Professional Growth

At Anywhere Real Estate, growth is a fundamental part of the company ethos. Employees are encouraged to expand their horizons through continuous learning and leadership training programs. The company supports career advancement with resources that help individuals gain new skills and take on challenging roles.

Join a Diverse Team

The team at Anyhere Real Estate is composed of dedicated professionals from diverse backgrounds, all working together to innovate and drive success in the real estate market. The company values diversity and offers diversity training to ensure all team members are equipped to contribute to an inclusive environment.

Benefits and Culture

Working at Anywhere Real Estate comes with a comprehensive benefits package that underscores the company's commitment to the well-being and satisfaction of its team members. The culture at Anywhere Real Estate is built on a foundation of respect, integrity, and collaboration, making it an ideal workplace for those who value both personal and professional development.

Networking and Innovation

Employees at Anywhere Real Estate are encouraged to engage in networking opportunities within and beyond the company, enhancing their career prospects and industry knowledge. Innovation is at the core of the company's operations, driving the development of cutting-edge real estate solutions that set industry standards.

How to Apply

To explore available positions at Anywhere Real Estate, prospective candidates are encouraged to visit the Careers section on the company website. Here, they can find information on how to submit a resume, prepare for an interview, and understand what Anywhere Real Estate looks for in potential team members.

Stay Connected

Keep up to date with the latest from Anywhere Real Estate by following their career blog. Gain insights from insider perspectives, and stay informed about new employment opportunities and company news.

Career Development

Anywhere Real Estate is committed to supporting its employees' career paths with unmatched training and certification support. The company's dedication to professional development ensures that every team member has the tools to succeed and make a significant impact in the real estate sector.

Join Anywhere Real Estate

Discover the rewarding career opportunities at Anywhere Real Estate. With a commitment to employee growth, a diverse and inclusive culture, and a drive for innovation, Anywhere Real Estate is the perfect place to advance your career in real estate. Search for open positions that match your skills and interests, and become part of a leading real estate team today.
Learn more about Anywhere Real Estate
Industry
Real Estate & Construction
* Ladders Estimates

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