Benefits Director

Stride, Inc.

Director of Benefits responsible for employee benefits programs at Stride, Inc. Overseeing health, welfare, retirement, and leave policies for enhanced employee well-being.

Posted 5/9/2026full-timeRemote • 🇺🇸 United StatesLead💰 $113,480 - $155,000 per yearWebsite

Tech Stack

Tools & technologies

Oracle

About the role

Key responsibilities & impact

Design, implement, and manage comprehensive employee benefits programs
Oversee health and welfare plans, retirement programs, leave policies, and wellness initiatives
Lead cross-functional initiatives to enhance the employee experience
Oversee the annual Open Enrollment process
Build and manage relationships with benefits brokers, carriers, and vendors
Monitor legislative changes and assess their impact on benefit programs
Collaborate with Finance to forecast and manage benefit budgets
Analyze cost trends and recommend plan design changes
Develop clear communication strategies to educate employees
Serve as a resource for escalated employee inquiries
Lead and mentor a team of benefits professionals

Requirements

What you’ll need

Ten (10) years of progressive experience in benefits administration
Five (5) years of people management experience
Deep knowledge of compensation analysis and benefits structures
Excellent written and verbal communication skills
Proven ability to organize and lead a project to completion
Effective problem-solving, decision making and critical thinking skills
Excellent interpersonal skills
Ability to maintain strict confidentiality
Proven success managing benefits strategies for an employee population of over 8,000 employees
Proficient in Microsoft Outlook, Word, PowerPoint, Project, and Visio
Intermediate to advanced Excel user
Experience with benefit module(s) of HRIS applications such as Workday, Ultimate Software, Oracle

ATS Keywords

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Applicant Tracking System Keywords

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Hard Skills & Tools

benefits administrationcompensation analysisbenefits structuresproject managementcost analysisbenefit program designHRIS applicationsExcelOpen Enrollment processemployee experience enhancement

Soft Skills

written communicationverbal communicationproblem-solvingdecision makingcritical thinkinginterpersonal skillsconfidentialityleadershipmentoringorganizational skills