AI Engineer / Lead

Dill helps contractors and construction suppliers get paid faster by automating lien releases and payments.

Location: US / Remote (US)
Company size: 5–20
Posted: Today
Via: Yc

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Job listing · Updated 03 OCT 2026

AI Engineer / Lead

Dill· US / Remote (US)View company profile

Job title: AI Engineer / Lead
Job location: US / Remote (US)
Job listing URL: https://www.ycombinator.com/companies/dill/jobs/n13RHke-ai-engineer-lead
Job description: **Dill** is revolutionizing payments, AR and trade credit for the $2T construction materials industry. Material suppliers, distributors, and wholesalers are some of the most important stakeholders in the construction industry but are often the last to get paid. These companies are the backbone of the US economy - they are the nexus of what gets built and what gets moved in this country. At Dill, we build products that help construction suppliers improve cash flow, reduce risk, operate more efficiently, and stay competitive. You’ll be joining a YC backed, fast-growing company with a second-time founder (previous exit in construction technology). **The Role** We are looking for an AI Engineer / Lead to help lead our AI & data function at Dill and help us build category-defining products. Your focus area will be building and scaling AI agents and features on a growing dataset in a way that makes the most sense for our industry. You’ll work with our engineering, design, and product teams to help shape the roadmap and drive real impact for our customers and this industry. **What You'll Do** * Build the AI & data systems that automate workflows like collections, credit decisioning, cash application, and more. * Turn LLMs and agents into reliable, production-grade features, with the right evals and observability. * Act as player-coach with our existing team of engineers. * Write high-quality, clean and performant code. * Have high autonomy, own things end to end, and project manage your own work. **What We're Looking For** * You have 3+ years experience building product features (demonstrating strong full-stack fundamentals) as well as building with modern ML or LLMs and evaluating output quality. * You’ve led or played lead to a team of engineers. * You are able to communicate technical solutions and tradeoffs clearly. * You’ve worked at startups previously and get excited by solving ambiguous problems. * You have a strong product sense and are able to quickly translate customer requirements into technical decisions in our codebase. * (Bonus) You have experience with our tech stack (React, Firebase, PostgreSQL, GCP). * (Bonus) Experience with infrastructure and systems architecture.

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