AI Conversational Designer

About Decagon

Decagon is the leading conversational AI platform empowering every brand to deliver concierge customer experience. Our AI agents provide intelligent, human-like responses across chat, email, and voice, resolving millions of customer inquiries across every language and at any time.

Since coming out of stealth, Decagon has experienced rapid growth. We partner with industry leaders like Hertz, Eventbrite, Duolingo, Oura, Bilt, Curology, and Samsara to redefine customer experience at scale. We've raised over $200M from Bain Capital Ventures, Accel, a16z, BOND Capital, A*, Elad Gil, and notable angels such as the founders of Box, Airtable, Rippling, Okta, Lattice, and Klaviyo.

We’re an in-office company, driven by a shared commitment to excellence and velocity. Our values—customers are everything, relentless momentum, winner’s mindset, and stronger together—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. It’s not enough for our customers to just “set it and forget it” when it comes to AI software. Truly successful AI Agents require guidance and input throughout the development lifecycle.

About the Role

As part of the Strategy & Operations team, you’ll explore how people and AI can work together most effectively in real-world settings. Your mission will be to design, build, and optimize human-AI collaboration patterns that make frontier AI systems both practical and transformative for our customers.

This work spans research, design, and product strategy. You might:

• Conduct field studies to understand how users interact with AI in their workflows
• Prototype new conversational and interaction patterns between humans and AI
• Run experiments and analyses to measure effectiveness and reliability
• Partner with Engineering and Product teams to translate insights into deployments that matter

Your findings will shape how Decagon deploys AI in mission-critical contexts and how we build toward the next generation of intelligent systems.

In this role, you will

• Design and optimize enterprise-grade AI conversational experiences that map to real workflows and goals
• Conduct research and experimentation to uncover effective patterns of human-AI collaboration
• Run fast feedback loops with Engineering and Product to refine model behavior and features
• Translate user insights into actionable recommendations for AI deployment and roadmap planning
• Serve as a trusted advisor to customers and internal stakeholders on conversational AI design best practices

Your background looks something like this

• 4+ years of relevant experience (e.g., product manager, conversational designer, applied researcher, consultant, engagement manager, or founder)
• Strong ability to blend qualitative insight (user research, workflow mapping) with quantitative rigor (experimentation, data analysis)
• Technical fluency to understand and shape AI-driven interaction design
• Excellent communication and collaboration skills, able to bridge technical and business contexts
• Comfort working in fast-moving, ambiguous environments where you define problems as much as you solve them

Even better

• Degree in Human-Computer Interaction, Business, Economics, Computer Science, or a related field — or equivalent experience
• Prior experience designing conversational systems, chatbots, or human-AI interaction frameworks
• Hands-on experience with frontier AI tools and deployment in enterprise or high-impact settings

Benefits

• Medical, dental, and vision benefits
• Take what you need vacation policy
• Daily lunches, dinners and snacks in the office to keep you at your best