Principal Software Engineer (Possible transition into Chief Architect or Co-CTO) Pittsburgh, PA or Remote

Lead the design, implementation and maintenance of frontend and backend architecture of Troupe’s language-driven systems, working and coordinating with the rest of the engineering team. Develop software solutions by working with Product to: understand information and user needs; study systems flow, data usage, and work processes; investigate problem areas; and follow the software development lifecycle. Lead the building of integrations that leverage data for our users and customers. Leverage your experience in the following and integrate them into your work flows and into the product: natural language processing, generative AI, traditional machine learning techniques, large language model and data fine tuning, mini language models, custom built syntax, and agentic work flows. Use AI agents as teammates for scaffolding code, writing code, testing code, debugging, and exploring ideas faster. Document and demonstrate solutions by developing documentation, flowcharts, layouts, diagrams, charts, code comments, and clear code. Update job knowledge by studying state-of-the-art dev tools and programming techniques. Support and develop software engineers by providing advice, coaching, and educational opportunities.

B.S., M.S., or higher in computer science, information technology, or related discipline
7+ years building and shipping production systems from zero to one. You have architected core platforms early in a company’s life, not just contributed features.
Strong foundation in computer science, machine learning, and systems design, earned through real-world system building and/or formal education.
Deep experience building language-driven systems in production, including:
NLP pipelines
Large language model orchestration
Retrieval augmented generation
Embeddings and vector databases
Fine tuning or training task specific models
Model evaluation and hallucination mitigation
Structured reasoning and agent based workflows
You turn messy, real world data into structured, dependable intelligence layers others can build on.
You build infrastructure, not demos.
Strong architectural judgment. You design for speed today without creating fragility tomorrow.
Highly fluent in Python and TypeScript (React / Next.js), comfortable across backend, frontend, data, and infrastructure.
Strong engineering discipline: testing, CI/CD, observability, clean abstractions, and secure system design.
Comfortable being the technical center of gravity in a very small team, setting standards and making high leverage architectural decisions.
Bias toward shipping, iterating, and learning quickly in ambiguity.
Strong adherence to software development fundamentals, process, testing, and design

Equity in an early-stage, high-growth VC-backed startup (in addition to Salary)
Comprehensive Medical insurance (100% covered by Troupe)
Comprehensive Dental and Vision insurance (100% covered by Troupe)
Unlimited FTO (Flexible Time Off)
Macbook and related equipment provided
Team hangouts, lunches, and after work socials (never required)

A startup focused on building AI go-to-market tools and solutions, with a mission to empower organizations with AI-driven marketing and analytics capabilities.