
Total Rewards Lead at Decagon (San Francisco, CA)
Decagon· San Francisco, CA· $200k–$260k·
Role details
Vacation Policy · Medical, Dental, And Vision Benefits · Life Insurance · Disability Benefits · 401(K) Or Pension · Parental Leave · Fertility And Family Building Benefits · Daily Lunches And Snacks
Decagon at a glance
Autonomous AI agents that resolve enterprise customer support end to end across chat, voice, email, and SMS.
Decagon builds autonomous AI agents for enterprise customer support, handling chat, voice, email, and SMS from one intelligence layer. Its agents resolve requests end to end and take real actions across a company's support stack, with workflows defined in natural language via Agent Operating Procedures so CX teams can iterate without engineering.
$481M+ raised · latest: Series D · $250M · 2026 · backed by Coatue Management, Index Ventures, Andreessen Horowitz (a16z), Accel
Summary
The Total Rewards Lead will design and own the company's compensation and benefits architecture, including equity programs and job architecture. This role involves partnering with leadership and finance to build competitive, equitable, and scalable total rewards structures for a high-growth tech environment.
Job description
About Decagon
Decagon 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
Decagon is looking to hire our first Total Rewards leader to build and own the foundation of how we attract, reward, and retain world-class talent as we scale. This is a high-impact, zero-to-one role: you'll design the compensation and benefits architecture from the ground up, bring structure and rigor to our equity programs, and serve as the strategic authority on all things total rewards across the company. You'll partner directly with our founders, People leadership, and Finance to ensure our programs are competitive, equitable, and built to scale with us.
You May Be a Good Fit If You:
- Have 6+ 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 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 Decagon'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 - $260,000 + 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)
These benefits are described in more detail in Decagon’s policies, may vary by location, and can change at any time according to applicable compensation and benefits plans.
Why work at Decagon
- Culture: Described as "Eng-Driven, Ship Fast, Equity, Product Impact" by employees. Values include: "Just get it done," "Invent what customers want," "Winner's mindset," "The Polymath Principle" (cross-functional collaboration) decagon.ai/careers
- Compensation: "We hire the best and treat them accordingly" — competitive compensation philosophy; Glassdoor rating: 3.9/5.0 (257 reviews), Compensation: 5.0/5.0 in Glassdoor-style internal review jobsbyculture.com
- Benefits:
- 100% medical, dental, and vision coverage for dependents
- 401k and FSA/commuter benefits
- Flexible PTO + company-wide winter break shutdown
- Free daily lunches, dinner, and snacks at HQ
- Wellness programs and company events decagon.ai/careers
- Remote/Hybrid/Office: HQ in San Francisco (2261 Market Street); London office (50 York Way). Roles span remote, hybrid, and on-site options based on job postings.
- Engineering culture: 89 technical employees (21% of workforce), Staff/Senior Research Engineer roles for Voice + Speech; "Build, optimize, and scale AI agents" is core identity. Alumni go on to OpenAI, Datadog, Postman, Accel — strong talent pipeline.
- Growth trajectory: 134 open roles; 300+% headcount growth YoY; $4.5B valuation at 3 years old — extremely high-growth environment ideal for career acceleration.
- Notable perk: "We’re building a future where customer experiences are being redefined from support tickets and hold music to faster resolutions" — employees report high product impact and ownership.