Careers

• Anthem Blue Cross health, dental, and vision insurance plans
• School-paid life and disability insurance
• Voluntary home and auto insurance through Farmers
• Employee Assistance Program through Anthem
• Flexible Spending Accounts through IGOE
• Voluntary legal services through LegalShield
• Voluntary pet insurance through United Pet Care
• Wellness coaching
• Parenting support
• Access to the Peak Performance Center
• Wellness initiatives, including chair massages, wellness coaching, self-care reimbursement, and more

Wellness:

• 10 Wellness days are allocated per year for full-time employees; part-time employees are pro-rated accordingly
• Wellness days are available for time off for personal or sick time
• Days are also used by faculty to cover each other’s classes when absent
• Employees may have their unused days paid out at the end of the school year at the current value

Vacation and School Holidays:

• Employees are allowed time off for all school holidays
• Faculty receive time off during the summer months
• Full-time Staff accrue up to four weeks of vacation; part-time employees accrue on a prorated basis

TIAA/CREF Retirement Plan:
• Employer match
• No waiting period; funds vested day one of plan enrollment

New Employee Moving Stipend:
• Up to $10,000 for moving expenses, depending on distance, for new hires moving from outside of the Los Angeles area
• Provided before moving

Annual Perks:
• $2,000 FlexCheck each October
• $2,500 Lunch Allowance

Tuition Remission and Summer Camps for Employee's Children:
• Upon acceptance to Windward School by the Admissions Committee, full-time employees may apply for tuition remission for their children (up to 60%)
• 50% Discount on Summer Camps

Milestone Forgivable Loan Program:
This forgivable loan program demonstrates Windward’s appreciation for years of dedication and service.
• After 5 years of service, the full-time employee receives a $10,000 interest free loan; $2,000 is forgiven each year thereafter
• After 7 years of service, the full-time employee receives a $3,000 interest free loan; $1,000 is forgiven each year thereafter.
• After 10 years of service and every 5 years thereafter the full-time employee receives $3,000; $1,000 is forgiven each year thereafter.

We believe in supporting our faculty with opportunities for professional development and advanced degree funding. 

Research & Development:
Windward invests in the growth and expertise of our faculty and staff through our Research & Development (R&D) fund. This program supports continuing education, professional learning, and innovative programming, helping employees stay at the forefront of educational practices while advancing the School’s strategic goals. All employees are encouraged to apply for R&D funding to expand their skills and contribute to Windward’s mission. Opportunities supported by R&D include:

• Attendance at seminars, workshops, and conferences to explore new teaching methods and trends in education

• Development of new curricular programs, educational research, and partnerships with universities or other institutions

• Professional growth initiatives that enhance pedagogical or content expertise

Advanced Degree Funding:
• Employees can apply for up to $10,000 per year for approved advance degree programs for full-time employees.