You will architect the production substrate for AI agents that perform end-to-end accounting workflows. This role bridges backend engineering and data infrastructure, focusing on migrating legacy models to durable domain schemas while building the execution layer for long-running agent tasks. You'll ensure data correctness and reliability for financial systems at scale.
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Product Infrastructure Engineer at Truewind
Accounting close is a high-stakes, detail-intensive process where wrong numbers mean audit failures. This YC-backed startup is moving beyond AI copilots to build autonomous agents that actually do the work. As a Product Infrastructure Engineer, you will own the data foundation and execution systems powering these agents. If you have 4+ years of experience and thrive on building reliable production substrates for complex workflows, this is the role for you.
About this role
Role overview
About the company
Truewind
AI Accounting
Truewind is an AI-powered accounting and bookkeeping company that provides a digital staff accountant for modern accounting teams. It uses AI agents to automate financial workflows, including transaction classification, reconciliation, financial insights, and workpaper preparation, helping startups, growing businesses, and accounting firms close faster, reduce manual work by up to 65%, and deliver clean, investor-ready financials. The company combines intelligent software with concierge service, serves over 500 clients including accounting firms like EisnerAmper and Frank Rimerman, and operates on a subscription-based model.
What you'll do
What you will do
- Lead complex data migrations from legacy schemas to cleaner domain models while maintaining zero-downtime for live customer workflows.
- Architect agent execution systems including orchestration for long-running jobs, retries, sandboxed tool execution, and human-in-the-loop review flows.
- Build rigorous data validation gates and observability tools to ensure 100% accuracy for sensitive financial records across ERP and banking integrations.
Who you are
Who this is a fit for
- Has 4+ years of experience in product infrastructure or backend engineering, with a proven track record of managing production data model migrations.
- Is highly proficient with TypeScript and PostgreSQL/Drizzle, and has experience building reliable systems with workflow engines or async queues.
- Demonstrates strong judgment in designing multi-tenant SaaS systems where data integrity and auditability are critical for user trust.
Why this role
Why this role is remarkable
- Impact a $100B industry by building agents that actually do the work of closing books rather than just providing suggestions.
- Join a fast-growing YC W23 startup backed by $17M from top-tier investors like Thomson Reuters Ventures and Rho Capital.
- Ship to production weekly in a high-ownership environment where your infrastructure directly supports 500+ accounting firms and major customers.
Jack & Jill
How Jack & Jill work together
I get to know what you’re great at, then find roles you’d never find yourself.Ok, I'll go first. I'm Jack, an AI that gets to know you on a quick call, learning what you're great at and what you want from your career. Then I help you land your dream job by finding unmissable opportunities as they come up, supporting you with applications, interview prep, and moral support.
I recruit from Jack’s network and make the intro when I spot a great match.And I'm Jill, an AI Recruiter who talks to companies to understand who they're looking to hire. Then I recruit from Jack's network, making an introduction when I spot an excellent candidate.
Meet Jack
Jack gets to know what you're great at and what you want next, then searches 15 million jobs daily and helps you discover roles at companies like this.
How does this work?
Jack’s an AI agent for job searching and career coaching. He works for you.
Jill is the AI recruiter working for the company. She recruits from Jack’s network.
If it’s a match and the company wants to meet you, they’ll make the intro. In the meantime, if you’d like, Jack will send you excellent alternatives.