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Head of Engineering

Rebill Miami, Florida, US

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Posted 14 Sep 2026
Last seen 22 Sep 2026
Location Miami, Florida, US
Lifecycle mature
Grade D
This listing scored 51/100, which is a D. It lost the most ground on pay transparency. See the breakdown

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This listing does not state a salary

$181k – $244k

That is the middle half of what comparable roles paid on this board over the last 90 days — 18 listings that did publish a figure, median $213k. It is not this employer's offer, and we have no idea what they pay. It is only what the rest of the market advertised.

What this role involves →

yc-startup vc-backed

About Rebill

Rebill is the financial infrastructure platform for the Americas.

The companies shaping software, AI, travel, and digital services use Rebill to operate across Brazil, Mexico, Argentina, Colombia, Chile, and the United States.

Rebill brings local payments, installments, recurring billing, stablecoin rails, treasury, global payouts, and financial operations into one platform built for how money actually works across the Americas.

Every market is different. Rebill makes the infrastructure consistent. Engineering, finance, and operations teams can manage local currency acceptance, market-specific payment behavior, funds, and financial workflows from the same platform.

Companies can launch in Latin America in as little as a day and expand across markets without rebuilding their financial stack country by country.

Built locally. Designed to scale globally.

Rebill is backed by leading global investors such as Tiger Global, Y Combinator (W22), Soma Capital and SV Angel, and angels including Guillermo Rauch (Vercel) and Arash Ferdowsi (Dropbox).

About the role

You run engineering day to day: delivery, reliability, and the technical bar of everything we ship.

Rebill processes real money across six markets on its own infrastructure. Event-driven microservices on a message bus, Kubernetes across Azure and AWS, infrastructure as code, and smart routing across a different set of local acquirers in every country. Card data lives in an isolated, tokenized environment.

We are AI-native by design. You will push engineering beyond AI-assisted coding into agentic workflows: autonomous coding and review agents, evals, feedback loops, human-in-the-loop controls, observability, and guardrails that let us safely automate more of the SDLC and production operations. The goal is not to use AI more; it is to rethink how a small engineering team can build and operate financial infrastructure.

You will hire and co-lead a small, high-caliber in-house engineering team alongside the CTO, while managing external engineering partners.

This is a hands-on seat. You review pull requests, write code, automate aggressively, and stay close to production. You are intellectually curious and passionate about documenting and sharing what you learn, inside Rebill and with the broader engineering community.

What you will own

What we are looking for

Nice to have

What we offer

How we hire

An intro conversation, a technical session on a real problem from our platform, and a conversation with the founders. No take-home exercise that we would not pay for. We will tell you what is still open and what is held together with tape. We expect the same candour back.

Apply for this role Opens ycombinator.com — the link as listed; we have not yet verified it is the employer's own page

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65/100 HR standards 83/100 Title ↔ description 84/100 Fit to the official role
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Where this listing came from

  1. 22 Sep 2026 Y Combinator first sighting

Seen on 1 board over 14 days. The employer edited the description 1× since we first recorded it.