Careers at Aiden Risk

We're rebuilding a $502 billion
industry from scratch.

Commercial insurance hasn't changed since 1980. We're fixing that with AI. Join the small team doing the actual work.

Our story

The industry hadn't changed in 45 years.
We decided to change it.

Forty-five years. That's how long commercial insurance has run without a fundamental rethink. Not because the problems were invisible — everyone inside the industry knew the economics were brutal and the ceiling on growth was basically hardcoded. The technology to do something about it just didn't exist at the right price until now.

We're at a rare intersection: a $502 billion market with proven, recurring economics — and a two-year window where AI has gotten cheap enough to rebuild it from scratch before the incumbents figure out what's happening. Sequoia Capital called it the single largest dollar opportunity in AI-native services. We're the team going through that window.

If you want to be early to something real — not a feature, not a pivot, an entirely new category — this is it.

45
Years the industry went without a fundamental rethink.
We're ending that.
93%
Task volume handled by AI at steady state.
Your job is building the system, not being it.
$32B+
Addressable annual commission revenue in the US.
The market is not the risk.
105–115%
Target net revenue retention.
The book grows itself.
The platform

Built from scratch. AI-native by design.

Aiden runs on a fully proprietary platform — not a commercial agency management system with AI layered on top, and not a wrapper around a third-party model. We built every layer ourselves: the data pipelines, the carrier integrations, the client-facing interfaces, the intelligence that connects them.

AI agents handle 93% of task volume at steady state. The platform orchestrates the full transaction lifecycle — from intake through renewal — without the human bottlenecks that define traditional brokerage. Every interaction improves the system. The cost of every interaction trends toward zero.

We're not building for the way insurance works today. We're building for the way it should work.

Who you'll work with

Two founders. Two prior lives that built this.

Co-Founder & CTO

Former engineer at Netflix and Google, where he built production AI and ML systems at scale. Master's degree in Artificial Intelligence. He brings Silicon Valley engineering discipline to a vertical that has none — no legacy assumptions, no deference to how things have always been done. Just rigorous systems thinking applied to a 45-year-old operating model that's finally breakable.

Co-Founder & CEO

Multiple successful exits in tech and commercial insurance, including a bootstrapped digital brokerage and an HR tech SaaS — both built to scale on minimal capital. A decade of commercial insurance sales, operations, and M&A. Deep carrier relationships across commercial lines. He's done the acquisition playbook before. He knows where the industry bleeds margin and why it hasn't changed. He built Aiden to change it.

How we work

We move fast. We're direct. We build real things.

01
Real over synthetic, always

We don't demo with fake data when real data exists. We don't make projections we can't trace to unit economics. Every investor claim, every product decision, every architectural choice gets held against the same question: is this real?

02
Direct is faster than diplomatic

If a number doesn't reconcile, we say so. If an approach won't work, we say so. We don't do consensus theater. Disagreements are expected, respected, and resolved with reasoning — not rank or volume.

03
Speed to proof points

We build what generates verifiable data first. Features that produce investor proof points, carrier credibility, and client retention signal take priority over features that are merely interesting. The order of operations matters at this stage.

04
Own your domain completely

On a team this small, there's no room for partial ownership. If you're responsible for something, you understand it end to end — the business context, the technical constraints, the downstream dependencies.

05
Industry respect isn't the same as industry deference

We take the insurance industry seriously — carrier relationships, regulatory nuance, underwriting logic. But we don't defer to "this is how it's always been done." The whole point of being here is that the old model is breakable.

Open roles

We hire people, not job descriptions.

We're a small team doing the work of a large one. The roles below reflect what we need right now — but if you're exceptional and you understand what we're building, we'll find a place for you. Send us the work. Skip the cover letter.

Now hiring

Ready to build something that matters?

Send us your work. Tell us which part of the problem you want to own. We move fast, so will you.