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Staff Software Engineer at Truewind

Join Truewind, a YC W23 startup backed by Scrum Ventures and Soma Capital, to modernize the financial back office using AI. As a Staff Software Engineer in San Francisco, you’ll architect AI-native workflows that do for accounting what AWS did for computing. With a competitive salary up to $250K and up to 1% equity, this is a rare opportunity for a seasoned engineer with 11+ years of experience to shape the technical foundation and culture of a rapidly growing fintech leader. If you thrive on high-spectrum ownership and building from 0 to 1, Truewind is the place to leave your mark.

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Truewind

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Location

San Francisco, United States

Compensation

$200k-$250k + Equity

Company

Truewind

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Role overview

Join Truewind as a Staff Software Engineer to architect and build the future of AI-powered financial workflows. You will work directly with the founders in San Francisco, shaping both technical foundations and product strategy. This is a high-impact role for an experienced engineer who thrives in the fast-paced, high-ownership environment of an early-stage startup.

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 will do

  • Architect and develop complex software solutions that leverage LLMs and vector databases to automate traditional bookkeeping and finance processes.
  • Collaborate directly with founders to define the product vision, strategy, and technical roadmap while managing infrastructure for distributed, data-intensive systems.
  • Lead and mentor a growing team of engineers and data scientists, establishing the technical standards and practices required for world-class product delivery.

Who this is a fit for

  • At least 11 years of professional experience building production web applications using TypeScript/JavaScript and frameworks like Next.js, Nest.js, or Express.
  • Deep expertise in architecting data-intensive distributed systems and working with relational databases like PostgreSQL to handle mission-critical financial data.
  • Strong background in early-stage startups or founder experience, with a passion for innovation and a preference for building LLM applications using OpenAI APIs.

Why this role is remarkable

  • Work as a foundational technical leader at a YC W23 startup that is fundamentally reimagining the financial infrastructure for private markets and startups.
  • High-density talent environment in San Francisco’s Financial District, offering a 10x multiplier for collaboration and the chance to shape engineering culture from the ground up.
  • Backed by top-tier investors including Scrum Ventures, Beat Ventures, and Soma Capital, with a significant equity stake in a rapidly scaling fintech company.

How Jack & Jill work together

Jack
I get to know what you’re great at, then find roles you’d never find yourself.
Jill
I recruit from Jack’s network and make the intro when I spot a great match.
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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.

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What happens next?

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 your profile’s a match and Truewind wants to meet, Jill will make the intro. In the meantime, Jack will send you excellent alternatives.

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