Sira

AI Native Rippling for Deskless Workers

Founding Engineer

$150K - $250KSan Francisco, CA, US
Job type
Full-time
Role
Engineering, Full stack
Experience
1+ years
Visa
US citizen/visa only
Skills
Node.js, PostgreSQL, React, React Native, TypeScript, Next.js, AI Agents, LangChain
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Antonio Chan
Antonio Chan
CTO

About the role

About Sira

80% of the workforce doesn't sit at a desk. Their software is a spreadsheet from 2019. Most deskless teams still run on a patchwork of ADP, Connecteam, QuickBooks, and a spreadsheet nobody fully trusts.

Sira replaces that stack with a single platform for scheduling, timesheets, payroll, HR, and invoicing.

We began with security guard companies — teams of 50–300 officers, operating 24/7, where payroll needs to be correct to the minute — and are expanding across the deskless economy.

We're a Y Combinator (S25) company with real revenue and established customers.

The Role

As a Founding Engineer, you'll own entire product surfaces end to end — from the initial customer conversation through design, architecture, implementation, and release.

You'll work directly with the customers who depend on what you build and see your work in production within the same week.

As one of our earliest engineers, you'll help shape both the product and engineering culture at Sira. You'll also play a central role in defining how AI-driven workflows are woven into a product with clear, tangible customer value.

What You'll Do

  • Own product surfaces end to end across web, mobile, and backend.
  • Talk directly with customers to understand their workflows, then translate those insights into well-designed features.
  • Architect and build reliable systems where correctness is non-negotiable — payroll, scheduling, and time tracking leave no room for error.
  • Set your own priorities in an ambiguous, fast-moving environment and consistently ship work that matters.
  • Contribute to our engineering standards, including a strong, test-driven approach to quality.

Core Technologies

TypeScript · React / Next.js · Node.js · PostgreSQL · AWS

You're a fit if you've shipped things people depended on and you're obsessed with customers — the kind of person who's in it for the moment someone tells you the thing you built made their day easier.

This is a rare opportunity to join as a founding engineer in a large, underserved market where excellent software simply doesn't exist yet.

You'll take real ownership, work shoulder to shoulder with the founders, talk directly to the people using what you build, and ship software that measurably improves how desk-less teams operate.

About the interview

Under two weeks, start to offer. You get a yes or no within 24 hours at every stage, with a reason.

  1. Intro with Nathan, founder/CEO (30 min). Not a screen. What we're building, what you've built, whether the problem space grabs you. You should leave knowing if you want this job.
  2. Technical conversation with Antonio, founder/CTO (60 min). Pick from a few real problems we've worked on and talk through how you'd build one — basic architecture, tradeoffs, edge cases, and some lightweight wireframing. We're interested in how you think across product and engineering, not whether you land on our answer.
  3. Mini take-home assessment. A small, scoped technical problem to complete on your own time. A chance for us to see how you translate your thinking into working software before moving into our actual codebase.
  4. Paid work session (4–6 hours, on your schedule). You build something small and real against our actual stack. We pay for your time regardless of outcome. Best signal for both of us.
  5. Team + customer day. Meet the team and sit in on a live customer call so you see exactly who you'd be building for. Offer within 48 hours.

About Sira

Sira is building VoiceAI and AI agents to automate time tracking, scheduling, and payroll for hourly field businesses.

Sira
Founded:2025
Batch:S25
Team Size:4
Status:
Active
Location:San Francisco
Founders
Nathan Belaye
Nathan Belaye
CEO
Antonio Chan
Antonio Chan
CTO