Staff Engineer, AI Automation

AI Automation AI Workflow Design (using GPTs / LLMs) Process Enhancement through Machine Learning Business Process Automation Automation Architecture & Maintenance OpenAI API Claude API Langchain LlamaIndex

AvantStay

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Role Overview

AvantStay is seeking a Staff Engineer to own AI automation across our business, building autonomous systems that monitor data, take action, involve humans when needed, and learn from feedback. This role requires someone who moves fluently between business and technology - going deep on how work actually gets done while translating opportunities into production-ready systems.

You'll join a small, senior engineering team that has already shipped multiple AI agents to production, including lead qualification, data querying, revenue automation, and infrastructure monitoring systems. Our stack includes Scala and TypeScript, PostgreSQL, ClickHouse, Kafka, Kubernetes on AWS, with deep integrations with Claude, OpenAI, Pi, LangGraph, and other AI tools.

As a Staff Engineer reporting directly to engineering leadership, you'll work alongside ~30 engineers in a fully remote, flat, talent-dense organization that moves fast and expects ownership of outcomes.

Responsibilities

Design and build autonomous agentic loops across business domains - monitoring listings performance, qualifying leads, resolving customer tickets, optimizing SEO content
Own the full lifecycle: understand business workflow, architect the agent, ship to production, monitor performance, iterate based on feedback
Connect agents to data infrastructure - PostgreSQL, ClickHouse, Kafka event streams, GraphQL APIs, MCPs, third-party integrations
Build human-in-the-loop escalation patterns where full autonomy isn't appropriate
Work directly with business stakeholders to identify automation opportunities and translate them into agent architectures
Untangle complexity in existing systems to make them agent-accessible - wrapping services, building APIs, creating clean data interfaces
Establish patterns and tooling that help the broader engineering team deploy agents faster

Requirements

Deep understanding of agentic workflows and current tooling landscape - orchestration, evals, agent SDKs, tool-use patterns, multi-step reasoning
Experience shipping production AI/LLM agent systems - autonomous agents that take real actions in real systems
Strong software engineering fundamentals - databases, event systems (Kafka), API protocols (GraphQL, REST), containers (Kubernetes), cloud infrastructure (AWS)
Experience with TypeScript and Scala (functional, Typelevel), Python - comfort with typed functional code
Product instincts - ability to understand business workflows and determine automation opportunities without detailed specifications
Bias toward shipping working software over documentation
Fluency in English, both written and spoken, for effective communication in distributed team
Self-directed approach - ability to take business problems and figure out architecture independently

Nice to Have

Background in property management, hospitality, or marketplace platforms
Experience with functional programming (Scala, Haskell, Clojure, Elixir)
Experience with distributed systems, ClickHouse and PostgreSQL

Benefits & Perks

Generous paid time off including company holidays
100% remote - work from anywhere in the world
Complimentary and discounted stays at AvantStay properties
Periodic team gatherings
Budget for Greenfield AI Tooling

About the Company

AvantStay delivers world-class, tech-enabled short-term rental group experiences targeted at millennials. The venture-funded company is growing rapidly in the $100+ billion STR industry, delivering customized end-to-end experiences powered by technology at every layer.