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AI Automation Engineer

Greenboard· Engineering
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Hybrid (New York, NY)$150k - $200kFull-timePosted 4w ago

About the role

Role focused on building and owning the QA/test framework for an AI-driven financial compliance platform, including automated regression suites, AI output testing, and end-to-end data integrity at scale for a NYC-based fintech startup.

Responsibilities

  • The foundation. Test framework, automated regression suites, and QA practices built from zero, with your call on tooling
  • The critical paths. Message archiving and supervision, marketing review routing, employee attestations, and audit trails, which are the flows that cannot break
  • Testing the AI. How we evaluate AI-driven detection and review, including golden datasets and quality bars for output that is not deterministic
  • Data integrity at scale. End-to-end validation from ingestion of tens of millions of messages a day through to what a compliance officer sees on screen
  • The release gate. Bug triage, release sign-off, and the definition of deployment-ready at Greenboard

Qualifications

  • 3+ years testing software where being wrong has consequences beyond a bad review: fintech, healthtech, payments, or anywhere an audit followed a bug
  • Able to test a system you cannot fully see from the UI. Comfortable with REST APIs and querying the database directly
  • Write Playwright or Cypress suites that survive a redesign, with opinions about selectors, fixtures, and what belongs in an integration test versus an end-to-end one
  • Can read a feature spec and name the states nobody thought about: the employee who left mid-attestation, the message that arrives out of order, the marketing piece edited after approval
  • Have held a release before, explained why to someone who wanted it out, and been right

Skills

Required:Test framework design and maintenanceAutomation testing (Playwright or Cypress)API testing and database verificationAI system testing (non-deterministic outputs)

Benefits

  • 401(k) with 5% company match
  • Medical, dental, and vision coverage
  • 15 days PTO + 11 company holidays + flexible sick time
  • 2 additional PTO days for each year of service (up to 10 additional days)
  • 10 remote days per year plus additional around the holidays
  • Bi-annual off-sites and team retreats
  • Front-row seat to building the operating backbone of modern finance
Last updated Oct 7, 2026. Interested? Apply on the company site.
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About Greenboard

'Rippling' for Financial Compliance and Operations

Greenboard is building a singular, AI-powered platform to handle management of the entirety of financial firms’ compliance programs, and eventually all back office processes. Today, financial institutions use Greenboard to detect risk using AI and to rip out and replace the bad legacy back office tooling they have wanted to get rid of for years. Greenboard's mission is to enable financial institutions to operate their back office teams at a higher standard, with half of the headcount. We’re starting with compliance

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