Steward

Working at Steward

Since , Steward has built AI that automates AML and KYC compliance for investment firms: same-day investor onboarding for complex structures. The team is now people. Working at a AI company at this stage means opportunity to shape your role based on the company stage.

The majority of roles are in New York + London.

Why applying the normal way doesn't work

There's an ATS, but at Steward, referrals get priority. Your cold application competes with sourced candidates and internal recommendations.

Who to contact at Steward

What to show them

Steward's product must stay current with AML/KYC regulations across at least three major jurisdictions simultaneously. As they expand to new markets and add new investor types, someone needs to translate regulatory requirements into product decisions: what data needs to be collected, what checks need to run, what documentation is required. This role sits at the intersection of compliance knowledge and product thinking, and it does not exist yet at Steward. Core skills: AML/KYC regulatory frameworks (FATF, UK FCA, EU AMLD, US FinCEN), investment fund compliance, product management, ability to write clear regulatory product specs, experience in fintech or financial services compliance Proof of work: Write a two-page product spec for how Steward should handle a specific complex investor type: a family office with beneficial owners across three jurisdictions, one of which is an offshore holding company. What documents would you require, what checks would you run, what risk signals would you flag, and what human escalation logic would you build? This demonstrates you understand both the compliance problem and the product design challenge.

A cold email that works at Steward

What Steward screens for

Steward raised $5M on March 18 with two founders and clients already managing over $100 billion in assets across their platform. No careers page. No job listings anywhere. Founded in 2025. Arik Oslerne stated in the funding announcement that managing AML compliance "has long scaled in a linear way: firms can't keep up with growing workloads using existing resources, leading to repeated remediation cycles and increasing regulatory pressure." That framing signals an enterprise sales motion: Steward is going upmarket, targeting institutions with complex compliance burdens. Upmarket enterprise sales requires people who can speak the buyer's language, manage enterprise procurement cycles, and build trust with compliance officers who are professionally risk-averse. That infrastructure does not exist yet at a two-person company. Motive Partners' investment history is a strong signal for which hires come next. Motive backs financial infrastructure companies that become operating systems for regulated industries. Their portfolio companies at this stage typically build out three functions in parallel: enterprise sales and customer success, compliance domain expertise (to maintain regulatory credibility), and product engineering (to expand coverage across jurisdictions and investor types). All three of those functions are currently handled by two people at Steward.

Customize your CV for the Steward role. Matching the job description language helps clear ATS filters.

Mistakes that kill Steward applications

Steward take-home assignment

Steward includes a take-home exercise in their interview process. For AI roles, this typically involves a practical problem that takes 2-4 hours. Focus on clean, working code over premature optimization. They're evaluating how you think and communicate, not just the solution.

Steward interview timeline

Expect days total. Compared to similar AI companies (14 days median), Steward is about average.

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Steward jobs, frequently asked questions