Director, Total Rewards

Company shown to members 🔒 · Remote · US only

US only10+ years required$225K–275K/yrPublished 9 September 2026Looks fresh

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First recorded by Psst: 12 October 2026. Your first 3 jobs are free to apply to (the first right away, 2 more with your email). After that, the company and the apply link are for Psst members, from $4.99 for 7 days.

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The 20-second read

Experience
10+ years required
Where you can live
US only
Skills and tools
retention, lever, workday

Read from the ad by Psst's rules. Check the full ad below before applying.

Job details

Where you can work
United States
Employment type
Not stated by the employer
Advertised pay
$225K–275K/yr
Experience
10+ years required
Employer publication date
9 September 2026
First recorded by Psst
12 October 2026
Last checked at the source
10 November 2026

About the job

About the company

The company is the AI-native platform for intelligent travel. For a decade, the company has built the proprietary technology and supply behind modern business travel, serving over 40,000 customers and nearly 2 million travelers, along with leading travel and AI companies that build on the company's infrastructure. One system powers business travel, group travel, human agents, and AI agents.

That work has earned the company recognition as TravelTech's Reservation Platform of the Year (2026), a spot on Inc.'s Power Partners list (2026), and one of Built In's Best Places to Work (2020–2026).

We're looking for bold, ambitious people to help redefine how businesses manage and experience travel. Working here, you can expect exponential growth, an ambitious pace, full ownership, and high-caliber colleagues who push you to do the best work of your career. Every hire raises the bar.

Come outpace the ordinary and build the future of travel with us.

THE OPPORTUNITY

The company is scaling fast and raising its talent bar. We need a Total Rewards leader who treats rewards as a strategic lever for talent density : attracting, motivating, and retaining the top talent that compounds the company's advantage. This person takes our compensation, benefits, and equity to the next level and keeps us ahead of the market as we grow.

Critically, this is a forward-looking role. AI is reshaping workforce composition - which roles we need, the skills that matter, and how supply, demand, and pricing for talent are shifting. Our Total Rewards leader anticipates those changes and evolves our comp philosophy, architecture, and programs ahead of the curve .

You'll report to the CPO, partner deeply with the ELT, and act as the trusted advisor on the most consequential comp and equity decisions the company makes over the next three years.

WHAT YOU'LL OWN

Rewards for the AI-Native Workforce

  • Anticipate how AI is changing the workforce - fewer transactional roles, more specialized and AI-fluent ones - and what that means for skills demand, market supply, and what talent is worth.
  • Evolve toward skills-based rewards and job architecture - keeping pace with how work and value are shifting, not just historical benchmarks.
  • Partner with functional leaders on the comp implications of every automation, role redesign, and new-role decision - so we're pricing talent correctly as the workforce evolves.

Compensation

  • Use rewards to incentivize high performance - differentiated, pay-for-impact compensation that attracts and retains top performers and reinforces a high-caliber team.
  • Keep the company ahead of the market - continuously benchmark and adjust philosophy, bands, and structures as we scale and as roles evolve, rather than setting and forgetting.
  • Design for geographic scale - build comp philosophy and infrastructure that supports multi-market hiring, geo-differentiation strategy, and international expansion as the company grows.
  • Lead pay transparency and equity - build the systems, communications, and analytics that make pay bands and philosophy legible to employees, defensible to regulators, and audited continuously for equity across gender, race, geography, and tenure.

Equity & Benefits

  • Keep benefits modern and culturally aligned - a differentiated, competitive offering that scales with the company and signals we invest in our people.
  • Make equity legible and valued - build the education, tools, and communications infrastructure that helps every employee understand what their equity is worth, when to make decisions about it, and how it compounds as the company grows.

Scale & Partnership

  • Build the data, modeling, and market intelligence to make Total Rewards a predictive and forward-looking function.
  • Ensure programs are competitive, compliant across states, and scalable - and remove single-points-of-failure.
  • Modernize the comp tech stack - evaluate, implement, and optimize the platforms that turn Total Rewards from a spreadsheet-heavy function into a real-time, decision-support capability for leaders.
  • Enable managers as compensation partners - build the training, tools, and talking points that let every manager have a confident, honest conversation about pay, equity, and total rewards with their team.

WHAT YOU BRING

  • 10+ years of Total Rewards experience with a track record of building strategy in fast-paced, high-growth companies - not just administering cycles.
  • A strategic, business-first orientation - connects rewards to talent density, retention of top performers, and company performance.
  • Forward-looking market sense - anticipates how AI and shifting skill demand reshape workforce composition and comp, and moves ahead of the curve.
  • AI-native operator - uses AI tools in their own work (comp modeling, market analysis, comms drafting, equity education) and thinks about how to bring AI-native rigor to the Total Rewards function itself.
  • Deep compensation expertise - performance philosophy aligned, with deep understanding of skills architecture, comp banding, variable structures, and executive incentive strategy.
  • Deep equity expertise - has architected Series C to exit-stage scenarios, with deep understanding of founder ownership dynamics, options-to-RSU transitions, dilution modeling, and executive equity strategy.
  • Strong analytics - advanced modeling and fluency with modern comp/HR systems and market data (e.g., Workday, Radford, Pave).
  • Executive presence and influence - a builder who operates hands-on while setting and selling strategy, and a trusted advisor executive leaders turn to on their most complex people, comp, and equity questions.

Compensation

Our compensation packages are based on several factors, including your experience, expertise, and location. In addition to a competitive base salary, all roles receive equity. Depending on the role, total compensation may also include an annual bonus. Your recruiter will share your complete compensation package as you move through the process.

Base Pay Range

$225,000 — $275,000 USD

The company Edge: Perks & Compensation

We believe in rewarding great work with great benefits

  • Compensation: Competitive base pay tied to role and experience, with equity for all employees. Some roles are also eligible for bonuses or commissions.
  • Benefits: Check out our full list at the company
  • 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

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