Benefits and Leave Partner

🏢 Smartsheet · 📍 Bellevue, WA, USA 💰 $83,750 - $83,750 / yr

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Position Summary & Responsibilities

For over 20 years, Smartsheet has empowered teams to manage work seamlessly and scale solutions smarter. Now, in our most ambitious chapter yet, we are uniting human teams with AI agents. By orchestrating the work agents do best, automating manual tasks and uncovering insights at scale, we create the space for people to focus on what truly matters: judgment, creativity, and big thinking. That is magic at work, and it’s what we show up for every day.

We are seeking a Benefits Partner to support the administration of our benefits and leave programs. This role requires a blend of hands-on administration and oversight to ensure our programs are competitive, compliant, and aligned with our company goals. This role is part of the Global Benefits team, reporting to the Manager, Benefits.

You will

Oversee the end-to-end administration of all US leave of absence and accommodation programs, including FMLA, ADA interactive process, and state-specific statutory programs
Support and coordinate benefit programs, including but not limited to administering health insurance, our 401(k) plan, spending and reimbursement accounts, and life insurance
Perform audits of benefits-related data, identifying, escalating, and improving process efficiencies and ensure the accuracy of the HRIS (Workday) and other vendor systems
Resolve employee inquiries regarding leaves of absence, benefits enrollments, life events, and general questions while providing a positive customer service experience
Support relationships with vendors and brokers, including new and existing service agreements in partnership with internal Procurement and Legal teams
Deliver consistent project management support for annual benefit activities such as open enrollment, renewals, and plan audits; as well as cross functional programs
Report on utilization, cost, and other notable trends for various levels of leadership
Analyze market trends and compare to our current offerings to ensure we remain competitive
Collaborate with payroll, systems, people teams, and outside vendors for accurate data management (HRIS: Workday) and execution
Keep up to date with legislative changes to ensure compliance with regulatory requirements and company policies
Perform other duties as necessary to continuously improve the employee experience

You have

🎯 Candidate Preparation Guide For Smartsheet Applicants

Key Role Competencies & Evaluation Highlights

Key Role Focus:

Evaluating enterprise SaaS go-to-market acumen, user adoption strategies, and collaborative workflow optimization expertise.

📋 Preparation Priorities (Key Areas to Clarify):

1. Transactional sales mindset rather than long-term value creation
2. Superficial knowledge of enterprise workflow automation
3. Poor collaboration skills during cross-functional case study presentations

✨ Recommended Role Alignment Hook:

I drive enterprise SaaS adoption by turning complex workflow challenges into streamlined, collaborative operational wins.

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