Principal Ai And Automation Engineer Jobs

We believe that the way people interact with their finances will drastically improve in the next few years. We’re dedicated to empowering this transformation by building the tools and experiences that thousands of developers use to create their own products. Plaid powers the tools millions of people rely on to live a healthier financial life. We work with thousands of companies like Venmo, SoFi, several of the Fortune 500, and many of the largest banks to make it easy for people to connect their financial accounts to the apps and services they want to use. Plaid’s network covers 12,000 financial institutions across the US, Canada, UK and Europe. Founded in 2013, the company is headquartered in San Francisco with offices in New York, Washington D.C., London and Amsterdam. Our EPD Recruiting team builds the teams that build Plaid. We partner with leaders across Product, Engineering, and Design to deliver thoughtful, candidate-first processes and continually raise the bar for how we scale. Within that, our team owns Product and Design recruiting. We are responsible for delivering world-class talent through pragmatic, data-informed, and principle-aligned recruiting practices that help Plaid scale with intention. We are hiring a Senior Product Sourcer to support Plaid’s growing Product organization. Product Managers at Plaid are builders, thinkers, and connectors who shape how millions of people experience financial freedom — and this role is key to bringing that talent in. As a senior sourcer, you will partner closely with Product leaders and recruiters to drive the top of funnel strategies for specialized and niche Product searches. You will own the research,, manage pipelines, guide hiring teams, and provide data-driven insights that help leaders make smarter hiring decisions. This is a high-impact, high-visibility opportunity where your work will directly influence how Plaid builds its product organization and scales to meet ambitious goals. Responsibilities: Build a

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 Product Engineering at Decagon builds all aspects of the platform our customers use to create, operate, and improve their AI agents. We turn work that currently requires an engineer into product that a CX team can run themselves. This team is core to how Decagon scales. The frameworks we build support every agent we have in production, each with its own workflows, data, and constraints. We build the agents too, and that’s what keeps the platform honest: a failure mode we debug in production becomes a guardrail, an eval, or a piece of tooling that catches it everywhere. Our agents run for companies like Hertz, American Airlines, and Notion across chat, voice, email, and SMS. About the Role You’ll design and build the systems that let customers configure, train, test, and monitor sophisticated AI agents with confidence. That means strong engineering underneath, and abstractions on top that hold up across different use cases without forking per customer. You’ll work day to day with prod

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 Product Engineering at Decagon builds all aspects of the platform our customers use to create, operate, and improve their AI agents. We turn work that currently requires an engineer into product that a CX team can run themselves. This team is core to how Decagon scales. The frameworks we build support every agent we have in production, each with its own workflows, data, and constraints. We build the agents too, and that’s what keeps the platform honest: a failure mode we debug in production becomes a guardrail, an eval, or a piece of tooling that catches it everywhere. Our agents run for companies like Hertz, American Airlines, and Notion across chat, voice, email, and SMS. About the Role You’ll design and build the systems that let customers configure, train, test, and monitor sophisticated AI agents with confidence. That means strong engineering underneath, and abstractions on top that hold up across different use cases without forking per customer. You’ll work day to day with prod

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 Product Engineering at Decagon builds all aspects of the platform our customers use to create, operate, and improve their AI agents. We turn work that currently requires an engineer into product that a CX team can run themselves. This team is core to how Decagon scales. The frameworks we build support every agent we have in production, each with its own workflows, data, and constraints. We build the agents too, and that’s what keeps the platform honest: a failure mode we debug in production becomes a guardrail, an eval, or a piece of tooling that catches it everywhere. Our agents run for companies like Hertz, American Airlines, and Notion across chat, voice, email, and SMS. About the Role You’ll design and build the systems that let customers configure, train, test, and monitor sophisticated AI agents with confidence. That means strong engineering underneath, and abstractions on top that hold up across different use cases without forking per customer. You’ll work day to day with prod

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 Product Engineering at Decagon builds all aspects of the platform our customers use to create, operate, and improve their AI agents. We turn work that currently requires an engineer into product that a CX team can run themselves. This team is core to how Decagon scales. The frameworks we build support every agent we have in production, each with its own workflows, data, and constraints. We build the agents too, and that’s what keeps the platform honest: a failure mode we debug in production becomes a guardrail, an eval, or a piece of tooling that catches it everywhere. Our agents run for companies like Hertz, American Airlines, and Notion across chat, voice, email, and SMS. About the Role You’ll design and build the systems that let customers configure, train, test, and monitor sophisticated AI agents with confidence. That means strong engineering underneath, and abstractions on top that hold up across different use cases without forking per customer. You’ll work day to day with prod

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 Enterprise Product team creates the platform that customers use to build, maintain, and improve their AI agents. We transform complex engineering work into intuitive self-serve products, making sophisticated AI capabilities accessible to both technical and non-technical Customer Experience teams. This team is core to Decagon’s ability to scale: the tools you build directly support agents for all our customers, each with unique workflows, data, and requirements. About the Role You'll be a technical leader for a full-stack product engineering team, shaping the platform that empowers customers to create and optimize their AI agents. This means working closely with the Agent Software Engineering and Agent PM teams to understand current workflows, then defining technical strategy and establishing patterns that scale those capabilities across our customer base. You'll work day-to-day with the core product and design teams, joining discovery, defining requirements, reviewing designs, an

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. 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 indicators, financial metrics, and cash flow; deliver tim

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 Read more about the research team's work here: https://decagon.ai/blog/introducing-decagon-labs The Research team develops the model and decision-making stack that powers Decagon’s conversational agents for enterprise support. We research, adapt, and implement state-of-the-art techniques in model training, prompting, orchestration, and evaluation in order to make our agents more accurate, robust, and efficient in real-world deployments. Our goal is to push the frontier of applied conversational AI: agents that reliably understand nuanced intent, track long context, and take the right actions under uncertainty. We measure success the way customers feel it: higher resolution rates, better user satisfaction, and consistent behavior at scale. About the Role As a Research Engineer focused on Safety, you’ll be responsible for making Decagon’s AI agents safe, reliable, and controllable, from evaluation through production. You’ll identify real-world failure modes and build the models, evalua

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 Read more about the research team's work here: https://decagon.ai/blog/introducing-decagon-labs The Research team develops the model and decision-making stack that powers Decagon’s conversational agents for enterprise support. We research, adapt, and implement state-of-the-art techniques in model training, prompting, orchestration, and evaluation in order to make our agents more accurate, robust, and efficient in real-world deployments. Our goal is to push the frontier of applied conversational AI: agents that reliably understand nuanced intent, track long context, and take the right actions under uncertainty. We measure success the way customers feel it: higher resolution rates, better user satisfaction, and consistent behavior at scale. About the Role As a Research Engineer focused on Safety, you’ll be responsible for making Decagon’s AI agents safe, reliable, and controllable, from evaluation through production. You’ll identify real-world failure modes and build the models, evalua

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 As a Member of Technical Staff, you'll join one of four engineering teams building the systems behind Decagon's AI agents: Agent Engineering, Agent Orchestration, Enterprise Product, or Infrastructure. Engineers here own their work end to end and are trusted to make a real impact from the start. This role is for someone who dives deep into complex system challenges and builds elegant solutions that scale to millions of users. This role is designed for candidates graduating between December 2026 and July 2027. New Grad roles will be based in San Francisco or New York. Your background looks something like this Pursuing or completing a B.S. (or higher) in Computer Science or a related technical field, graduating between December 2026 and July 2027 Proficiency with Python, TypeScript, and asynchronous programming Track record of building and shipping high-quality products and features through coursework, internships, or personal projects Comfort digging into system failures across deep t

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 be embedded in the revenue org—the finance partner our CRO and CCO rely on for sales capacity, commissions, and go-to-market strategy. In this role, you will Own sales capacity modeling end-to-end — headcount planning, ramp assumptions, quota-setting, and territory design — partnering with Pre-Sales, Post-Sales, and RevOps to translate revenue targets into a credible plan Drive the quarterly and annual planning cycle for the GTM org Design, own, and administer the GTM incentive and commission framework, including plan design, payout calculations, and ongoing governance Serve as the embedded finance partner to the CRO and CCO — i

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 Decagon is looking for its first GTM Analytics Engineer to build the data infrastructure that our entire go-to-market organization runs on. You'll own turning that raw, messy data into clean, well-modeled tables that the rest of RevOps, sales leadership, and the exec team can actually build on. This is a true 0-to-1 role with support from the broader RevOps & GTM team: you'll design lots of data structures and modeling layers from the ground up, set the standards for how GTM data gets structured, and become the trusted person to answer "where does this number actually come from." In this role, you will Design and build the

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 Enterprise Product team creates the platform that customers use to build, maintain, and improve their AI agents. We transform complex engineering work into intuitive self-serve products, making sophisticated AI capabilities accessible to both technical and non-technical Customer Experience teams. This team is core to Decagon’s ability to scale: the tools you build directly support agents for all our customers, each with unique workflows, data, and requirements. About the Role As a Senior Software Engineer on the Enterprise Product team, you will take ownership of designing and building robust, scalable systems that allow customers to create and optimize their AI agents with confidence. This means working closely with customer facing teams to understand current workflows, then designing elegant abstractions and interfaces that scale those capabilities across our customer base. You’ll work day-to-day with the core product and design teams, joining discovery, defining requirements,

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 Enterprise Product team creates the platform that customers use to build, maintain, and improve their AI agents. We transform complex engineering work into intuitive self-serve products, making sophisticated AI capabilities accessible to both technical and non-technical Customer Experience teams. This team is core to Decagon’s ability to scale: the tools you build directly support agents for all our customers, each with unique workflows, data, and requirements. About the Role As a Senior Software Engineer on the Enterprise Product team, you will take ownership of designing and building robust, scalable systems that allow customers to create and optimize their AI agents with confidence. This means working closely with customer facing teams to understand current workflows, then designing elegant abstractions and interfaces that scale those capabilities across our customer base. You’ll work day-to-day with the core product and design teams, joining discovery, defining requirements,

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 Read more about the research team's work here: https://decagon.ai/blog/introducing-decagon-labs The Research team develops the model and decision-making stack that powers Decagon’s conversational agents for enterprise support. We research, adapt, and implement state-of-the-art techniques in model training, prompting, orchestration, and evaluation in order to make our agents more accurate, robust, and efficient in real-world deployments. Our goal is to push the frontier of applied conversational AI: agents that reliably understand nuanced intent, track long context, and take the right actions under uncertainty. We measure success the way customers feel it: higher resolution rates, better user satisfaction, and consistent behavior at scale. About the Role As a Research Engineer, you’ll be responsible for building industry-leading conversational AI models that power Decagon’s agent, and taking them all the way from idea to production. You’ll own multi-quarter initiatives that push the a