Sr. Manager US Benefits - San Mateo, CA

Human Resources San Mateo, California

Senior Manager, US Benefits

We are currently seeking a Senior Manager to join our Corporate Compensation & Benefits Team at Guidewire Software. This role will report to the Head of Global Total Rewards. Oversees, implements and administers all US benefits plans, programs, policies and processes. If you are an energetic and self-motivated individual who loves to learn and are looking to join a fast-paced and growing team, this is the right opportunity for you.  

Location: San Mateo, CA



  • Extensive working knowledge managing and delivering US benefits programs
  • Strong understanding of benefit plan design
  • Strong understanding of HSA employer contributions with the ability to calculate annual HSA seed for US employees
  • Utilizes best practices within the software and tech industries
  • Strong business acumen
  • Experience managing time off and leave programs
  • Keeps abreast of market trends, changes to legislation/regulations that impact benefit programs
  • Leads benefit implementations and renewals
  • Experience automating benefits educational materials
  • Experience with managing US self-funded benefits


Key Accountabilities:

  • Drives strategic planning, design, implementation, maintenance, regulatory compliance, and administration of benefits programs and policies
  • Manages the Annual Benefit Open Enrollment Process including tool design (Workday) and process administration
  • Ability to increase utilization rates for wellness initiatives, telemedicine, EAP, etc.
  • Works with carriers and prepares employee communication materials and follow-up analysis
  • Proactively partners with key stakeholders in HR, Finance, and Procurement
  • Implements continuous improvements with benefits and wellness programs
  • Ensures benefits programs provide a positive employee experience with education and clear communication
  • Ensures benefits programs are efficient and scalable



  • 8+ years of experience in benefit design
  • A minimum of 5 years of experience working internally on benefits within a corporate setting
  • Software company experience preferred
  • An executive presence with the ability to influence senior management; and work across all levels of the organization
  • Collaborative business style to effectively build relationships with key stakeholders
  • Superior written and oral communication skills with the ability to effectively communicate complex issues and solutions
  • Strong analytical ability
  • Intermediate Excel skills
  • Exceptional planning, consulting and interpersonal skills
  • Strong attention to detail
  • Bachelor’s degree in business, HR or related field
  • Ability to prepare and deliver executive level presentations
  • Workday experience

Guidewire Software Inc. provides equal employment opportunities to all applicants for employment and prohibits discrimination and harassment of any type without regard to race, color, religion, age, sex, national origin, disability status, genetics, protected veteran status, sexual orientation, gender identity or expression, or any other characteristic protected by federal, state or local laws. All offers are contingent upon passing a criminal history and other background checks where it’s applicable to the position.