Careers

Senior engineers for a new insurance product line

SafeStay is a new insurance product line for the short-term rental industry, backed by established partners in insurance technology and short-term rentals. We are hiring our first engineer to lead the technical build, at a market-rate salary.

Remote to start, United States · Full-time · First engineering hire · Market-rate salary
Why this one

What the role looks like

A hands-on technical leadership role on a product line with committed backing, real partners and a clear scope.

Established backing

SafeStay is supported by experienced partners in insurance technology and short-term rentals. You get the focus of a new product line without the risk of a stand-alone startup.

Paid at market rate

This is a salaried role with a competitive, market-rate base. We are not asking anyone to trade salary for equity.

Engineering that matters

Billing, reconciliation and claims. Correctness matters, the domain has rules, and getting the details right is the work.

Open roles

One role, open now

If it fits, apply. If it nearly fits, apply anyway and tell us why.

Technical Lead, Founding Engineer

Full-time Remote to start · United States Engineering · first hire

You will build and own the core systems for the product line: the system of record and billing, and the claims tooling the team works in. As a player-coach you will be equally comfortable in the architecture and in the codebase, and you will hire and lead the engineers who join after you.

About SafeStay

SafeStay is a new insurance product line built for the short-term rental industry, supported by established partners in insurance technology and short-term rentals. The people running these businesses have long made do with products built for other industries, and SafeStay is designed around how they actually operate.

About the role

We are hiring a Technical Lead to take SafeStay's platform from 0 to 1. You will design and build the systems that ingest partner activity, serve as the billing source of truth, and power claims handling for our partners and operators.

This is a hands-on player-coach role. You will write a lot of code, make the key technical calls, work closely with product and operations, and hire and lead the engineering team as it grows.

What you will own

1
System of record and billing

The financial backbone of the business. You will build the systems that ingest partner activity and serve as the authoritative billing source of truth, and turn that activity into accurate monthly invoices.

2
Internal claims portal

The internal system that makes claim handling efficient and compliant. You will build the tooling our team relies on to track, adjust and resolve claims with a clean audit trail.

What you will do

  • Build the team. Hire, onboard and lead the engineers who join after you, and set the bar for quality and technical excellence.
  • Build the core systems. Design, build and run ingestion, the system of record, reconciliation and invoicing, and the claims portal.
  • Lead technical decisions. Choose the architecture and tools, and document the reasoning so others can build on it.
  • Guard data integrity. Treat billing and claims data with the rigor of a financial system. Correctness, auditability and reconciliation are non-negotiable.
  • Integrate with partners. Build reliable, two-way connections with partner platforms.
  • Work across the business. Partner with product, operations and finance to turn business needs into dependable systems.
  • Set good habits. Establish testing, code review and on-call practices that hold up as the work grows.

What we are looking for

  • Seven or more years of full-stack software engineering experience, with strong backend depth.
  • A track record of building and running backend systems and APIs, ideally financial, billing or transactional systems where correctness matters.
  • Experience integrating with third-party partner systems and building two-way sync.
  • Experience with modern tech stacks and cloud architectures.
  • An AI-forward engineer who builds with AI tools every day.
  • Strong data modeling instincts and comfort with reconciliation, audit trails and systems of record.
  • Two or more years managing or formally leading engineering teams.
  • Proven ability to hire, grow and lead engineers, with a real appetite for both leadership and code.
  • Clear communication and good judgment working with non-engineers.

Great to have

  • Experience taking a product, platform or new business line from 0 to 1.
  • Background working on a new business line inside a larger company.
  • Experience in the insurance or fintech spaces.
  • Familiarity with billing, invoicing or reconciliation platforms.

Location and how to apply

This role is remote to start, based in the United States, with the potential to become a hybrid position. Apply through our application page, where you can upload your CV directly. It goes to the hiring manager, not to a queue, and you will hear back either way.

SafeStay is an equal opportunity employer. We celebrate diversity and are committed to creating an inclusive environment for all employees.

Apply

Technical Lead, Founding Engineer

Every application is read by the hiring manager, not a queue, and you will hear back either way.

Applications are handled through our hiring system. It takes a few minutes, and you can upload your CV directly.

Apply on our application page

SafeStay is an equal opportunity employer.