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 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 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
Benefits We proudly offer the following
benefits for our full-time employees: Take what you need vacation policy (subject to local
requirements; UK employees receive 25 days of statutory leave) 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 Daily lunches and snacks in the office to keep you at your best 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.
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.
Salary
$195,000 - $240,000
Location
San Francisco, CA
Experience
8+ years
Total raised
$250.0M
Last stage
Growth
Investors
No applications, no recruiter spam. Just the intro.
A few questions to make sure this role is the right shape for you. Two minutes.
I write the intro, send it to the founder, and handle the back-and-forth.
If they’re a yes, I book the chat. You show up — that’s the whole job-hunt.