Sr. Total Rewards Specialist

About Engine
At Engine, we’re transforming business travel into something personalized, rewarding, and simple. For too long, managing travel and spend has been overwhelming and fragmented — we’re here to change that. We believe the future of travel should be seamless and powered by technology that delights customers at every step. That’s why we’re building a platform that brings together corporate travel, a powerful charge card, and modern spend management in one place.

To make this vision real, we’re looking for exceptional, mission-driven people to help redefine how businesses manage and experience travel.

More than 20,000 companies already rely on Engine to support over 1 million travelers and billions in annual bookings each year. Cash flow positive with rapid growth, we pair exclusive Engine-only rates, industry-leading rewards, and intelligent automation to help businesses save money while delivering world-class personalization and convenience.

Backed by Telescope Partners, Blackstone, and Permira, Engine has been recognized as one of the fastest-growing travel and fintech platforms in North America, with honors including the Deloitte Fast 500 and Built In’s Best Places to Work.

Your Mission:

The Sr. Total Rewards Specialist plays a key role in managing and optimizing the company’s benefits programs, with an emphasis on administering and analyzing our self-funded health plan. This role ensures our programs are competitive, cost-effective, and aligned with employee needs and organizational goals. In addition to leading benefits initiatives, the position serves as a backup resource for compensation activities such as job evaluations, market benchmarking, and annual pay cycles.

This team member will serve as the primary point of contact for benefits vendors, brokers, and employees, driving operational excellence and a strong employee experience.

Key Responsibilities:

Benefits Administration & Strategy 

• Lead day-to-day administration of all employee benefit programs, including medical, dental, vision, disability, life, and voluntary offerings within a self-funded environment.
• Partner with brokers and third-party administrators (TPAs) to manage renewals, claims escalations, compliance filings, and performance reviews.
• Monitor and analyze plan performance, utilization trends, and cost drivers; provide recommendations to optimize program efficiency and employee value.
• Oversee open enrollment, including employee communications and coordination with vendors and internal stakeholders.
• Ensure compliance with ERISA, ACA, COBRA, HIPAA, and other relevant regulations.
• Lead employee education and communication efforts to increase understanding and engagement with benefits offerings.
• Evaluate new benefits and wellness opportunities that align with company culture and support retention and engagement goals.

Support annual audits, filings (e.g., 5500s), and reporting requirements.

• Optimize leave of absence process to provide clarity to employees. 

Serve as the escalation point for complex employee benefits inquiries and claims resolution.

Compensation Support:

• Partner with the Sr. Compensation Analyst and People Partners during annual compensation cycles (merit, bonus, and market adjustment updates).
• Provide support for job evaluations, market pricing, and survey participation.
• Help ensure pay practices remain consistent and compliant across locations and roles.

What You’ll Bring to Engine:
We’re looking for someone who’s ready to make an impact and grow alongside us:

• Bachelor’s degree in Human Resources, Business, or related field (or equivalent experience).
• 5–8+ years of experience in benefits administration, with at least 3 years managing or working with self-funded medical plans.
• Strong understanding of benefits regulations (ERISA, ACA, COBRA, HIPAA, FMLA).
• Experience managing vendor relationships and evaluating plan performance through data and analytics.
• Excellent communication skills; ability to explain complex benefits concepts clearly to employees and leadership.
• Analytical and detail-oriented, with the ability to balance strategy and execution.
• Familiarity with compensation fundamentals (market pricing, job architecture, salary structures) preferred but not required.

#LH-M1

Applications for this role will be accepted through March 17th, 2026 or until the role is filled. We encourage you to apply early, as we may begin reviewing applications before the deadline.

The Engine Edge: Perks & Compensation
We believe in rewarding great work with great benefits:

• Compensation: Competitive base pay tied to role and experience, with opportunities for bonuses, commissions, and equity.
• Benefits: Check out our full list at engine.com/culture.
• Environments for Success: Different roles have different needs in terms of the environments that drive success which is why we have a hybrid-hub model. Whether you are in one of our amazing offices or fully remote, we’ll make sure you have what you need to succeed.

Perks and benefits may vary based on employment type, location, and more.

Ready to Build the Future of Work Travel?
Join us on our mission to transform how work travel works—for businesses, for travelers, and for the industry. Apply now and let’s make travel simpler, smarter, and more enjoyable—together.