Senior Director, Compensation and Benefits

Road Scholar

Senior Director overseeing compensation and benefits programs for Road Scholar's innovative educational travel initiatives. Leading HR policies and strategies while fostering an inclusive team culture.

Posted 4/28/2026full-timeRemote • Massachusetts • 🇺🇸 United StatesSenior💰 $136,000 - $180,000 per yearWebsite

About the role

Key responsibilities & impact

Lead, manage, and develop all staff involved with benefits and compensation, including the HRIS system, fostering a high-performing, accountable and collaborative team culture.
Continually evaluates the competitiveness and effectiveness of Road Scholar's benefit programs, practices and procedures, including but not limited to health & welfare programs, retirement plans, time off programs, and other perquisites, in relation to Road Scholar's strategic objectives.
Responsible for delivering the highest quality of service to Road Scholar employees by providing responsive service, escalated problem solving, and ensuring follow-through on benefits issues.
Develops, proposes, and implements new employee benefit programs to capitalize on competitive opportunities. Regularly assesses effectiveness and utilization of existing programs; makes recommendations and implements improvements as necessary.
Develops annual benefits budget based on plan design changes and pricing/claims projections.
Oversees and assesses services of benefits consultants, brokers, and other providers. Ensures benefit plan compliance with federal and state regulations and tax codes.
Accountable for branding of Road Scholar benefits and communication program to employees.
Manages all renewals and annual open enrollment.
Conducts/Facilitates employee satisfaction surveys, workshops and trainings.
Works with Senior Leadership to ensure they understand the executive benefits programs are understood and utilized.
Continually evaluate, leads and directs the effectiveness of Road Scholar’s compensation programs. Develops, proposes, and implements variable pay programs designed to place greater emphasis on the link between performance and pay.
Collaborates with the senior managers in stewarding the annual merit process in alignment with the annual performance management cycle.
Ensures accurate, current job descriptions exist to support the organization's compensation structure and talent acquisition activities while assessing the roles fit within the organizational structure.

Requirements

What you’ll need

Bachelor's degree in Human Resources, Finance, Business, or other related field required.
10+ years Human Resources management experience, specifically overseeing compensation and/or benefit plan design and administration.
Experience leading both disciplines for multiple years required.
Certified Compensation Professional (CCP) or Certified Employee Benefit Specialist (CEBS) strongly preferred.
PHR/SPHR certification a plus.
Proven knowledge and experience working with benefit programs, brokers and vendors for health, dental, life and AD&D insurance, 403(b) and COBRA is essential.
Proven organizational, interpersonal, and project management skills necessary.
Extensive experience managing a team of subordinate managers in the various disciplines in which responsible.
Exceptional customer-service, communication (writing, editing, verbal, and presentation) skills necessary.
Ability to communicate with all levels in the organization, both verbally and in writing.
Proven skill with Microsoft Office, Excel and HRIS systems a must.
Experience conducting new hire orientation preferred.
Excellent interpersonal skills (collaboration, advanced problem-solving orientation and decision making, teamwork) with ability to maintain high level of professionalism and strict confidentiality.

ATS Keywords

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Applicant Tracking System Keywords

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Hard Skills & Tools

benefit plan designcompensation program managementproject managementemployee satisfaction surveysvariable pay programsjob description assessmentbudget developmentproblem solvingperformance management

Soft Skills

organizational skillsinterpersonal skillscustomer servicecommunication skillscollaborationteamworkdecision makingprofessionalismconfidentiality

Certifications

Certified Compensation Professional (CCP)Certified Employee Benefit Specialist (CEBS)PHRSPHR