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.
This role
This role is responsible for designing, managing, and communicating comprehensive benefits and wellbeing programs that support employee health, financial security, and engagement. It also serves as the primary point of contact for leave of absence and accommodation requests, ensuring a compliant, supportive, and seamless experience for team members. Through strategic vendor partnerships, data management, and policy alignment, this position ensures benefits and leave programs meet both employee needs and organizational goals.
Benefits and wellbeing
- Manage and administer benefits programs, including health, dental, vision, life insurance, disability, 401(k), and wellness initiatives.
- Manage and oversee the administration of group welfare and retirement plans.
- Manage the full cycle of benefits renewals (annual enrollment), including system configuration, eligibility, communications, vendor coordination, benefit fairs, and enrollment accuracy.
- Execute the communication strategy for all total rewards programs to keep Evolver’s educated and engaged.
- Partner with the Director of People to develop and manage the benefits budget to ensure fiscal responsibility and optimal resource use.
- Partner with insurance brokers and vendors to evaluate benefit offerings, recommend platforms, and negotiate contracts.
- Evaluate vendor performance to ensure quality service and cost-effectiveness.
- Ensure compliance with federal and state regulations, including ACA reporting, 5500 filings, non-discrimination testing, COBRA, and annual 401(k) audits.
- Manage internal and external audit activities, ensuring timely and accurate delivery of notices, forms, and filings.
- Work with payroll to ensure accurate processing of benefit-related deductions and imputed income.
- Conduct regular benefit audits and reconciliations; ensure proper processing of all benefit invoices.
- Partner with People Business Partners and leaders to align benefits with evolving business needs and total rewards strategy.
- Support benefits-related investigations, appeals, and policy development to mitigate compliance risks.
- Manage escalations between benefits and leave of absence vendors and employees.
- Stay current with industry trends, best practices, and legislative changes in the benefits landscape.
- Prepare census data for payroll, insurance carriers, and internal reporting.
- Partner with Employee Resource Groups on relevant wellbeing initiatives.
Leave of Absence
- Serve as the primary contact for Evolver’s navigating leave and accommodation requests, providing personalized guidance and ensuring compliance with federal, state, and local regulations (FMLA, ADA, PWFA, etc.).
- Collaborate with People Business Partners and People Leaders to review accommodation requests under ADA and similar laws.
- Act as a liaison between employees, People leaders, and third-party providers to facilitate a seamless experience for leave and accommodations.
- Educate employees on leave policies, eligibility, documentation requirements, and return-to-work procedures.
- Manage inquiries related to leave and accommodations, delivering clear, timely, and accurate communication.
- Collaborate with the HRIS team to configure and implement leave and time-off policies in Workday, ensuring alignment with federal and state regulations.
- Work with payroll and vendors to support leave tracking, wage replacement, and solve pay discrepancies.
- Maintain and update leave-related documentation, ensuring accuracy and timeliness across all communications.
- Partner with external providers to assess and manage claims effectively, identify potential issues, and implement resolutions for streamlined employee experience.
Qualifications
- Bachelor’s degree in Business, Human Resources, or a related field
- 5+ years of experience in benefits and leave of absence program administration
- Professional certifications preferred: CEBS®, PHR, SHRM-CP, or CCP
- Experience supporting a multi-state workforce
- In-depth knowledge of health and welfare benefits, including associated processes, procedures, and regulations
- Solid understanding of federal and state leave laws and regulations (e.g., FMLA, ADA, ACA, HIPAA, COBRA, ERISA)
- Strong analytical skills with the ability to deliver insights and drive program improvements
- Organized and detail-oriented, with the ability to manage multiple priorities and advance critical initiatives
- Strong team collaboration skills, especially within Total Rewards and cross-functional departments
- Experience with HRIS implementation (Workday preferred)
- Proficiency in Google Workspace (Sheets, Slides, Docs)
- Preferred: experience partnering with third-party leave administrators or vendors
Compensation -
For this role our salary range is 155,000 - 180,000, 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 (100% employer-paid for individual enrollment), 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.
