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Staff Engineer – Conversational AI

Grayscale provides conversational software that automates critical hiring tasks for frontline workers through text and WhatsApp messaging.
Machine Learning
Staff Software Engineer
Hybrid
51 - 100 Employees
7+ years of experience
AI · Enterprise SaaS
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Job Description

Grayscale, a pioneering company in frontline workforce management, is seeking a Staff Engineer to spearhead their Conversational AI initiatives. This role presents an exciting opportunity to lead the development of AI-powered features using large language models (LLMs) at a company trusted by major brands like Hershey's, DICK'S Sporting Goods, and Walgreens.

The position focuses on building production-grade applications powered by LLMs through AWS Bedrock, implementing conversational workflows, and developing retrieval-augmented generation (RAG) systems. As a Staff Engineer, you'll be at the forefront of designing and implementing new capabilities that deliver measurable value to customers in HR tech.

The role combines technical leadership with hands-on engineering, requiring expertise in both AI implementation and traditional software development. You'll work with a modern tech stack including Ruby on Rails, React, and various AWS services, while leading architectural decisions and mentoring other engineers.

Grayscale offers a balanced and supportive environment that values personal growth and family commitments. The company operates with capital efficiency and maintains a clear path to becoming cash flow positive. Their culture is driven by core values including Making Each Other Better, Trailblazing, and Ownership.

This is an ideal opportunity for an experienced engineer who wants to make a significant impact in the HR tech space while working with cutting-edge AI technologies. The role offers the perfect blend of technical challenges, leadership opportunities, and the chance to work with prestigious clients while maintaining work-life balance.

Last updated 2 months ago

Responsibilities For Staff Engineer – Conversational AI

  • Build new end-user features leveraging LLMs via AWS Bedrock, prompt engineering, and RAG patterns
  • Lead architectural planning for scalable AI-backed systems and APIs
  • Translate product ideas into working prototypes quickly
  • Partner with Product, Design, and Support teams
  • Provide technical guidance and mentorship to engineers
  • Contribute to system reliability through monitoring and on-call support

Requirements For Staff Engineer – Conversational AI

Ruby
React
PostgreSQL
Redis
TypeScript
  • 7+ years of software engineering experience building complex, user-facing products
  • Experience building and deploying LLM-powered features using services like AWS Bedrock, OpenAI
  • Familiarity with RAG, vector databases, and embedding techniques
  • Strong backend experience (Ruby on Rails preferred) and API design
  • Strong product sense and track record of building features from 0 to 1
  • Experience mentoring engineers and driving cross-functional technical initiatives

Benefits For Staff Engineer – Conversational AI

  • Family-friendly work environment
  • Professional development opportunities
  • Work with leading brands
  • Fast-paced startup environment
  • Flexible work arrangements