Total Rewards Lead
Company shown to members 🔒 · Remote · US only
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First recorded by Psst: 4 November 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
- 8+ years required
- Where you can live
- US only
- Skills and tools
- renewals, saas, recruiting, workday, compliance
- Job type
- Full-time
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
- Full-time
- Advertised pay
- $200K–280K/yr
- Experience
- 8+ years required
- Employer publication date
- 4 November 2026
- First recorded by Psst
- 4 November 2026
- Last checked at the source
- 10 November 2026
About the job
About the company
The company is the leading conversational AI platform empowering every brand to deliver concierge customer experiences.
Our technology enables industry-defining enterprises like Avis Budget Group, Block’s Cash App and Square, Chime, Oura Health, and Hunter Douglas to deploy AI agents that power personalized, deeply satisfying interactions across voice, chat, email, SMS, and every other channel.
We’re building a future where customer experiences are being redefined from support tickets and hold music to faster resolutions, richer conversations, and deeper relationships. We’re proud to be backed by world-class investors who share that vision, including a16z, Accel, Bain Capital Ventures, Coatue, and Index Ventures, along with many others.
We’re an in-office company, driven by a shared commitment to excellence and velocity. Our values — Just Get It Done, Invent What Customers Want, Winner’s Mindset, and The Polymath Principle — shape how we work and grow as a team.
About the Role
The company has grown from 200 to 700 across seven countries and is looking to hire our first Compensation leader. The foundational pieces are in place: leveling framework, pay bands, equity programs, and benefits across every market we operate in. What we need now is the person who turns a working v1 into a full function. You’ll scale our compensation and equity infrastructure to keep pace with hyper growth, bring the analytical rigor and governance that a late-stage company requires, and stand up the compensation committee we expect to need within the next year. Most importantly, you’ll define the company’s compensation philosophy alongside our founders and Head of People and shape how we pay, reward, and retain talent for years to come.
This is a senior, high-visibility role. You’ll partner directly with People leadership, Finance and the founders, and you’ll have the latitude to design total rewards for the entire company. If you’ve built or scaled rewards at a company moving this fast, and you want to own the whole system rather than inherit someone else’s, this is the role.
You May Be a Good Fit If You
- Have 8+ years of experience in compensation, benefits, or total rewards at a high-growth tech or SaaS company - leadership experience is a plus
- Have built or significantly rebuilt compensation structures, job architecture, and leveling frameworks — ideally in a fast-moving, pre-IPO environment
- Have deep expertise in equity compensation (option plans, RSUs, refresh cycles) and experience supporting equity education and communications for employees
- Understand how to design and administer competitive benefits programs, including medical, dental, vision, 401(k), and ancillary programs, while managing vendor relationships and renewals
- Are data-driven — you use market data (Pave, Levels.fyi, etc.) to anchor decisions and can build clean, defensible comp models
- Have experience partnering with Finance on headcount planning, comp accruals, and total compensation cost modeling
- Are a strong communicator who can distill complex comp concepts for employees, managers, and executives alike
- Thrive in ambiguity and can move quickly without sacrificing rigor
Even Better If You
- Have worked at a company that scaled from ~100 to 500+ employees and navigated the total rewards complexity that comes with that growth
- Have experience with executive compensation and board-level reporting
- Have supported international expansion and understand how to structure compensation across multiple geographies
- Are familiar with HR tech and compensation tooling (Carta, Pave, Radford, Workday, Rippling, etc.)
What You'll Own
- Design and own the company's total compensation philosophy, including salary bands, equity guidelines, bonus structures, and benefits programs
- Build and maintain a job architecture and leveling framework that creates consistency and clarity across the company
- Lead annual and mid-year compensation review cycles, partnering closely with Finance and People Business Partners
- Own all equity program administration — from grant processes and refresh cycles to employee education and vesting communications
- Manage our benefits programs end-to-end, including open enrollment, broker relationships, and ongoing plan design
- Serve as the internal expert on comp and benefits compliance (FLSA, ACA, state-level requirements, etc.)
- Partner with Recruiting to build compelling, competitive offers and ensure we're winning top talent at every level
- Develop clear communications that help employees understand and value their total compensation package
Comp: $200,000 - $280,000 + Equity
Benefits
We proudly offer the following benefits for our full-time employees
- Medical, Dental, and Vision benefits for you and your family
- Life Insurance and Disability Benefits
- Retirement Plan (e.g., 401K, pension)
- Parental Leave
- Fertility and family building benefits through Carrot
- Monthly stipend to support your wellness, lifestyle, and work-life balance
- Daily lunches and snacks in the office to keep you at your best
- Take what you need vacation policy (subject to local requirements; UK employees receive 25 days of statutory leave)
The company offers a competitive benefits package that varies by country and complements local statutory benefits. Details for this location will be provided during the recruitment process.
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