Principal Customer Validation Engineer Jobs

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 Team Decagon’s Revenue Operations team is a multidisciplinary group of operators combining strategic thinking, analytical rigor, and high-velocity execution. Covering GTM-wide strategy, operations and analytics, we are proactive, data-driven partners to leadership – providing critical insights, driving operational efficiency and getting things done. About the Role This is a dynamic, wide-ranging role to join our team shaping Decagon’s go-to-market strategy and driving execution. Owning a broad platform, you will lead strategic, GTM-wide initiatives and be a trusted day-to-day partner to senior business leaders. You will manage GTM forecasts & KPIs, optimize business performance & efficiency, stand up new processes and execute high-leverage operations with field teams. This is a high-impact, high-agency position to shape the trajectory of a category-defining AI company. In this role, you will Play a leading role in the design and execution of GTM objectives & strategies, includ

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 Team The Agent Product Engineering team at Decagon deploys mission-critical AI agents to our customers that impact millions of users and directly drive Decagon’s growth. You will build on our industry-leading AI agent platform, collaborate directly with customers and use your own creativity to devise long-term, scalable solutions. Our mission is to deliver magical support experiences — AI agents working alongside human agents to help users resolve their issues. About the Role On the Agent Product Engineering team, you’ll have complete ownership and autonomy in building and shipping best-in-class AI agents, from initial implementation through continuous iteration. You’ll work directly with leaders across industries like finance, healthcare and hospitality, solving their users’ needs with reliable and intuitive AI agents. Engineers here own their work end-to-end and are trusted to make a real impact. This role is for someone who dives deep into complex system challenges and builds elegant s

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 Team Decagon’s GTM Productivity team is laser-focused on building a truly elite, world-class revenue engine as a core differentiator for the business. At the individual level, we believe in unlocking the full potential of every seller and field team member — enabling them to do their best work and win at the highest level. At the organizational level, success means turning strategy into consistent, repeatable execution — driving faster ramp, higher productivity per rep, and exceeding global revenue targets with greater efficiency. About The Role Decagon is looking for a GTM Enablement Manager — a founding member of our GTM Productivity team — to help build and scale the programs that power our revenue engine. You’ll operate at the center of how we ramp talent, drive field productivity, and scale GTM execution — designing and operationalizing high-impact programs in close partnership with stakeholders across the business. This is a highly visible, high-ownership role with direct impact on

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 Team The Agent Product Engineering team at Decagon deploys mission-critical AI agents to our customers that impact millions of users and directly drive Decagon’s growth. You will build on our industry-leading AI agent platform, collaborate directly with customers and use your own creativity to devise long-term, scalable solutions. Our mission is to deliver magical support experiences — AI agents working alongside human agents to help users resolve their issues. About the Role On the Agent Product Engineering team, you’ll have complete ownership and autonomy in building and shipping best-in-class AI agents, from initial implementation through continuous iteration. You’ll work directly with leaders across industries like finance, healthcare and hospitality, solving their users’ needs with reliable and intuitive AI agents. Engineers here own their work end-to-end and are trusted to make a real impact. This role is for someone who dives deep into complex system challenges and builds elegant s

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 Team When a Fortune 500 C-suite brings in Decagon, they are not buying a support tool. They are buying a transformation of how their customers experience their brand, end to end. Agent Product Managers are the people they trust to make that transformation real. Your counterpart is the C-suite, and what they are asking you to transform is their entire customer experience. You define the roadmap, the frameworks, and the decision-making models that make a top-down transformation feel safe to bet on. You hold that relationship from the first pre-sales conversation through the life of the account. The work compounds in a way most roles don't. Every flagship deployment you lead feeds directly into our playbooks and raises the quality of every build that follows. Hard-won lessons on your accounts become leverage across the whole company, and the IP you create outlives any single agent. These are the largest, most complex enterprises in the market. The ones that require deep customization, real j

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 We’re looking for a Strategic Account Executive that thrives in a highly autonomous environment. You’re product-minded, scrappy, and comfortable building your pipeline with some of the largest brands in the world. We have strong engineers on the team and the ability to aggressively support potential sales with customizations to close the deal. In this role, you will Develop a strategy to break into and close key strategic logos for Decagon Develop deep, trusted relationships with key stakeholders at all levels of the customer organization (comfortable speaking to CX leaders, Product Leaders, and Operations Leaders) Understand the customer's business, challenges, and strategic priorities to uncover new opportunities for expansion Collaborate with internal teams (founders, deployment strategists, engineering, etc.) to deliver tailored solutions Forecast and accurately report on pipeline and revenue Develop and execute account plans to execute strategic deals Provide feedback and insigh

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 for a Solutions Engineer , a foundational technical hire who will help shape the future of our AI-powered solutions in the enterprise space. This role sits at the intersection of pre-sales engineering, product strategy, and enterprise architecture. You will serve as a technical advisor and trusted consultant to enterprise prospects and customers, driving value-based solutioning and integration of Decagon’s AI-native platform into complex customer ecosystems. Your background looks something like this 4-6 years of customer facing experience in a sales engineering (pre-sales) role Partner with Account Executives to discover and qualify solutions that lead to strong return on investment for your customer Create and architect generative AI experiences for our customer’s end users Develop custom demonstrations using the Decagon platform tailored to a customer’s specific needs and value Communicate complex technical concepts clearly to diverse stakeholders, including C-le

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 We are looking for an Enterprise Account Executive with a self-starter mindset and builders mentality to join our GTM Sales Team. This is an opportunity to accelerate your career - you will play an important role in defining and iterating our sales motion, providing customer feedback to help shape our roadmap, and generating revenue to grow our sales business. Decagon is a fully in person company based in our San Francisco office. In this role, you will Manage the full sales cycle for enterprise accounts, from self lead generation and qualification through negotiation, closing, and renewals. Generate a pipeline from ICP accounts via value-driven outbounding Collaborate with Solutions Engineering, Product, Engineering, and Marketing team to ensure customer success. Foster strong relationships with key stakeholders, including C-suite executives, to drive positive ROI and long term partnerships. Leverage internal executive team to accelerate deal cycles and securing buy-in from top-leve

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 We are looking for an Enterprise Account Executive with a self-starter mindset and builders mentality to join our GTM Sales Team. This is an opportunity to accelerate your career - you will play an important role in defining and iterating our sales motion, providing customer feedback to help shape our roadmap, and generating revenue to grow our sales business. Decagon is a fully in person company based in our NYC office. In this role, you will Manage the full sales cycle for enterprise accounts, from self lead generation and qualification through negotiation, closing, and renewals. Generate a pipeline from ICP accounts via value-driven outbounding Collaborate with Solutions Engineering, Product, Engineering, and Marketing team to ensure customer success. Foster strong relationships with key stakeholders, including C-suite executives, to drive positive ROI and long term partnerships. Leverage internal executive team to accelerate deal cycles and securing buy-in from top-level client d

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 for a Strategic Solutions Engineer , a foundational technical hire who will help shape the future of our AI-powered solutions in the enterprise space. This role sits at the intersection of pre-sales engineering, product strategy, and enterprise architecture. You will serve as a technical advisor and trusted consultant to enterprise prospects and customers, driving value-based solutioning and integration of Decagon’s AI-native platform into complex customer ecosystems. Your background looks something like this 4-6 years of customer facing experience in a sales engineering (pre-sales) role Partner with Account Executives to discover and qualify solutions that lead to strong return on investment for your customer Create and architect generative AI experiences for our customer’s end users Develop custom demonstrations using the Decagon platform tailored to a customer’s specific needs and value Communicate complex technical concepts clearly to diverse stakeholders, incl

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 scaling fast, and we're building the finance function to match. As one of our first finance hires, you'll sit at the center of our most critical decisions — owning planning, stress-testing bets, and partnering directly with our co-founders and leadership team to allocate capital against our biggest opportunities. This isn't a reporting role. You'll shape how we think, not just track how we did. This is an in office role in our SF Headquarters. In this role, you will Own our quarterly and annual planning cycle end-to-end, guiding overall company strategy, resource allocation, and decision-making Build and own our financial model and unit economics framework Partner cross-functionally with executives across key functions to ideate, support, and drive strategic initiatives Drive accountability across the business by defining financial and operational KPIs, building dashboards, and identifying the right levers to accelerate growth and efficiency Monitor key performance indicat

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 for someone to join the Business Operations & Strategy team to lead commercial and pricing strategy. The Business Operations & Strategy team sits within the Founder’s Office, a team of high-agency generalists and ex-founders with extremely high leverage and own things like partnerships, business development, pricing strategy, AI transformation, data/analytics, growth, etc. Your primary goal will be to accelerate and streamline our enterprise go-to-market motion - working closely with our GTM team to close deals. Initiatives will range from developing pricing & packaging strategy, to building internal deal and pricing processes, to proposal creation and negotiation across our enterprise customer base. This is an exciting role blending strategic thinking and high-caliber execution. We are looking for highly-motivated problem solvers who combine analytical rigor with world-class relationship building skills. In this role, you will Work to develop and refin

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 Team The AI Platform team builds the foundational systems that enable every engineer at Decagon to build with AI. Our users are both engineers and coding agents. We build the execution environments, agent harnesses, evaluation systems, developer tools, and shared abstractions they use to plan, write, test, review, and ship production software. We sit within Infrastructure and work closely with product, ML, data, and security teams. Our goal is to turn rapidly evolving agent capabilities into reliable, secure platforms that materially change how software gets built at Decagon. About the Role We’re looking for an experienced software engineer to help build Decagon’s AI-native developer platform. You’ll work at the intersection of distributed systems, developer tooling, and applied AI. You will experiment with new agentic workflows, identify where they create real leverage, and turn the best ideas into dependable systems used across the engineering organization. This is a highly product-orie

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 Team The Agent Orchestration team builds the runtime and model orchestration layer that powers Decagon’s agents in production. This is the orchestration layer that turns workflows, tools and guardrails into a reliable, low-latency, and delightful experience for end users. At the core of this work is the agent harness: the routing, execution logic, tool orchestration, and control-plane systems that determine how an agent behaves in a live conversation. The team owns the full execution lifecycle of each conversation—from selecting workflows and orchestrating multiple models (e.g., router/planner/supervisor patterns), to coordinating tool calls, enforcing safety constraints, and communicating back to the user. The team operates across both real-time systems (e.g., voice interactions with strict latency requirements) and longer-horizon execution (supporting more complex reasoning and workflows). Our research shows that an agent’s task execution reliability increasingly depends on the orchestr

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 Team Over the past few years, development of LLMs has evolved at a rapid pace. Building truly successful AI products isn’t just about model quality — it’s about the infrastructure, tooling, and workflows that allow customers to configure, monitor, and improve their agents at scale. The Product Management team owns Decagon’s platform and foundational features: agent building, testing, experimentation, analytics, QA, versioning, integrations, and enterprise controls. We work across every customer segment, partnering closely with engineering, design, and go-to-market to ensure our platform is robust, scalable, and easy to use. As one of our founding PMs, you’ll help define the product foundation that every Decagon customer uses to build and run their AI agents. You’ll own initiatives end-to-end, from discovery and scoping to launch and adoption, shaping the product experience for some of the world’s most influential businesses. About the Role On the Product team, you’ll own the roadmap for a