Founding Software Engineer

Trinity Outsourcing Solutions is dedicated to connecting talented professionals with dynamic career opportunities. They are seeking a Founding Software Engineer to build AI systems that empower leaders and shape the future of critical decision-making, working closely with the CEO and founding team.

Responsibilities:

• Ship core agentic workflows that executive teams rely on day-to-day
• Use ingestion and structuring of data to create actionable context
• Work directly with customers to understand how their offices operate and where Chief can be embedded in their daily workflows
• Help shape Chief’s core architecture and AI workflows for executive reasoning and decision-making
• Build upon personalization and intelligence used across briefings, tasks, and relationships
• Prototype and iterate with voice-to-text, surfacing recommendations, and more

Requirements:

• Proficient in Word embedding, Retrieval-augmented generation (RAG), Product development, Node.js
• 4+ years experience in TypeScript, React.js, Python, Full-stack development
• English - Conversational
• 4+ years of experience shipping full-stack, production-grade products
• Early-stage startup experience building 0 to 1
• Strong Python + Typescript + React experience
• Hands-on experience building AI-native features (LLMs, agents, RAG, embeddings)
• Fluent using AI across product development – prototyping, coding, testing
• Product-driven and customer-obsessed
• U.S. citizen eligible for security clearance
• Bonus: experience working with government or regulated industries
• Must have strong AI-native engineering abilities; ideally has been a founding engineer at a YC startup or equivalent previously; cares about our mission to power government and business leaders