Head of Compensation and Benefits Programs

Job Description

Job Description

At Evolve, we're on a mission to make vacation rental easy for everyone. Our high-performing, customer-obsessed team runs on curiosity, communication, and accountability—working together to create exceptional experiences for our owners and guests. Whether solving big challenges, delivering outstanding results, or celebrating wins, we approach every day with purpose and passion. If you're ready to join a mission-driven company where every teammate has the opportunity to thrive, Evolve might just be the place for you.

Why this role

The Senior Manager, Total Rewards is a strategically focused, hands-on leader who will own our comprehensive total rewards strategy, including ownership of compensation and benefits, to attract, motivate, and retain talent at Evolve. This is an exciting opportunity to improve our compensation philosophy and program, lead a focused team, and shape initiatives that align with our business results and culture. If you're energized by fast-moving environments and want real ownership over meaningful work, this role is for you.

What you'll do

• Lead and develop a team (1 Leave Administrator and 1 Total Rewards Analyst) setting direction, building capability, and staying hands-on alongside them.
• Own the design and evolution of Evolve's compensation philosophy and program architecture, including job architecture, pay grades, and salary ranges that reflect internal equity and market competitiveness.
• Partner with People Business Partners, Talent Acquisition and leaders on real-time compensation decisions — new hires, promotions, transfers, and merit cycles — with autonomy.
• Drive the design and administration of incentive plans (annual bonus and commission), partnering with Finance, Sales Operations, and Payroll on plan documents and payout execution.
• Lead benefits strategy and administration — health, dental, vision, life, disability, 401k, and wellness — including vendor relationships, broker negotiations, and annual open enrollment.
• Oversee leaves of absence programs, ensuring compliance with state-specific laws while continuously simplifying processes for employees and the business.
• Monitor pay transparency laws, FLSA, ACA, and other compliance requirements, developing policies and conducting regular audits to keep Evolve ahead of regulatory changes.
• Use data and market insights to measure program effectiveness and inform decisions; stay current on where total rewards is heading and bring forward-thinking recommendations to the table.

What makes you a great fit 

• Minimum 10 years of relevant job experience, including experience in roles supporting compensation, benefits, HR operations functions
• 5+ years of experience leading a Total Rewards team in a highly dynamic, fast-moving organization, preferably with experience in private-equity backed organizations
• Substantial knowledge and expertise in all facets of benefits and compensation
• Hands-on leader who can lead in both a highly strategic, vision forward capacity, but also roll-up their sleeves and execute the work at a tactical level
• Continuously explores how AI and automation can improve total rewards processes and programs. 
• Experience creating and managing compensation plans
• Strong proficiency with Microsoft Suite – Excel
• Proficiency with Google Suite–Sheets, Slides, Docs
• Preferred ERP or HRIS Implementation Experience

Knowledge, Skills & Abilities:

• Comprehensive HR knowledge of Benefit design and administration, compensation practices, HR technology and analytics
• Knowledge of employment legislation and regulations such as FMLA, ADA, ACA, HIPAA, COBRA, ERISA
• Operational knowledge of federal and state pay transparency laws and regulations
• Excellent analytical skills with the ability to provide HR metrics and data to make decisions, with an eye for detail and accuracy
• Ability to balance both velocity of work and detailed accuracy
• Ability to work well across the organization at various levels and build solid relationships with stakeholders at all levels of the organization
• Demonstrated ability to create and implement organization-wide People programs and initiatives from the ground up successfully
• Demonstrates resiliency; ability to manage multiple projects simultaneously with strong attention to detail
• Ability to handle ambiguity in a dynamic environment
• Demonstrated success as a senior-level human resources professional with an emphasis on moving human resources to be a strategic, proactive business partner
• Confident, energetic relationship builder who builds rapport and earns respect at every level of the organization.

Compensation

For this role our salary range is 155,000 - 175,000, depending on relevant experience. This role will also be eligible to receive a variable annual bonus based on both company and individual performance.

Location 

All Evolve team members must live in one of our approved locations by their first day. We can hire from anywhere in the U.S. except D.C. and Hawaii. Some positions may also have restrictions based on compensation in the following states: California, Maryland, New York, Pennsylvania, Rhode Island, and Washington. If you live in Colorado, you can work remotely anywhere in the state, at our downtown Denver office, or a hybrid of both! If you're planning to move soon, please let us know, and we'll be happy to review your application again.

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How we reward Evolvers

We're intentional about offering benefits that empower every Evolver to thrive both professionally and personally because they're more than perks—they're investments in our customer-obsessed, high-performing team.

We believe in treating others as they want to be treated, providing benefits that deliver real value, and challenging the status quo to meet the diverse needs of our team. Whether it's helping you take care of your health, plan for the future, or celebrate life's milestones, our offerings are designed to support you every step of the way.

• Financial Wellness: Industry-competitive pay, equity in the company, and a 401(k) with a 4% immediate vesting match.
• Family Support: 16-18 weeks of paid parental leave for birthing parents and 10 weeks for non-birthing parents, plus infertility coverage.
• Health & Wellness: Comprehensive medical, dental, and vision plans, with 100% employer-paid dental and vision for individual coverage, a low-cost medical option, 10 free mental health visits, and pet insurance.
• Time to Recharge: Generous PTO, RTO (for full-time exempt employees), sick leave, holidays, and a personal holiday to celebrate what matters most to you.
• Travel Perks: Annual Evolve travel credit after one year and discounts on stays at all Evolve properties.
• Growth Opportunities: World-class onboarding programs, learning, and development resources to help you grow your impact.
• Connection: Employee Resource Groups celebrating our diverse communities at Evolve.

How we work together

With our core values as our guide, every Evolver helps shape the company we want to work for and the people we want to be. We've cultivated a culture of collaboration, care, and responsibility that we can all be proud of, and we're excited to see what you'll bring as your authentic self.

Still curious about who we are and what we do? Read more about our business and our culture at evolve.com.

EEO 

At Evolve, we are committed to diversity and inclusion. As an equal opportunity employer, all qualified candidates will be considered for employment without regard to race, color, creed, religion, age, sex or gender (including pregnancy, childbirth, lactation and related medical conditions), gender identity or gender expression, sexual orientation, marital status, national origin, ancestry, citizenship status, military service or veteran status, physical or mental disability, or any other legally protected characteristic. Evolve participates in e-Verify for all positions.

If you have a disability or special need that requires accommodation at any point in the hiring process, please let your recruiter know.