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Head of Engineering

Elayne New York, New York, US

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Posted 10 Sep 2026
Last seen 18 Sep 2026
Location New York, New York, US
Lifecycle mature
Grade C
This listing scored 63/100, which is a C. It lost the most ground on pay transparency. See the breakdown

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This listing does not state a salary

$140k – $226k

That is the middle half of what comparable roles paid on this board over the last 90 days — 31 listings that did publish a figure, median $186k. 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 the role

We’re looking for a Head of Engineering to own the technical foundation of Elayne as we scale from thousands of families to the infrastructure behind how wealth moves between generations.

This is a builder role with company-level technical ownership. You’ll inherit real systems and real constraints, decide what should evolve or be rebuilt, personally ship our hardest systems, and set the engineering standard as we scale.

The hard part of estate settlement isn’t model intelligence. It’s authorization, credentialed access, regulation, and complex logic. Elayne is one of a very small handful of companies ever granted a direct integration with the IRS. Access like that takes years to earn, can’t be replicated by a smarter model, and is the moat you’ll be building on and extending.

You’ll work directly with the CEO and have enormous influence over what Elayne becomes.

If you want to inherit a large team and manage it, this isn’t the role. If you want to build the technical spine of a category-defining company, we’d love to talk.

What you’ll own

A wrong output here can mean a rejected court filing, a missed asset, a foreclosed home, or weeks of delay for a grieving family. Correctness isn’t a QA metric, it’s part of our architecture.

Who we’re looking for

How we work

We’re small, fast, and close to the people using what we build. Product decisions can start with a family conversation, a rejected filing, an institutional edge case, or something we had to do manually that software should absorb next.

Everyone here owns outcomes, not tickets. We communicate directly, move quickly, and care deeply about impact and getting the details right.

Location & compensation

Office in NoMad, NYC

$250,000 to $320,000 + meaningful equity

Medical, dental, and vision insurance + 401(k)

Equal opportunity

Elayne is an equal opportunity employer. We evaluate qualified applicants based on ability, experience, and potential, and do not discriminate on the basis of any protected characteristic under applicable federal, state, or local laws.

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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Description review

58/100 HR standards 55/100 Title ↔ description 82/100 Fit to the official role
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Where this listing came from

  1. 18 Sep 2026 Y Combinator first sighting

Seen on 1 board over 0 days.