Chestnut

Chestnut

Software Engineer (Senior-Level)

San Francisco · Senior

Sponsorship not specifiedDetected 404 days ago
TypeScriptGoReactTailwind CSSPostgreSQLSnowflakeKubernetesTemporalAgentic AIMentoringArgo CD

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odds of building a lasting career here

88Lottery-free
Cap-exempt (no lottery)100
Sponsors year-round90
Entry-level history60
PERM / green-card track50
Fits your clock70

Files H-1B any time — no cap, no lottery. The 2026 weighted-selection rule doesn't touch it, which makes this the strongest structural path for entry-level talent. Pay is often lower, but your odds of staying are dramatically higher.

Lottery odds assume a STEM candidate.

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About the role

  • We have major insurers under contract, and early adopters are expanding.
  • Recent advances in agentic AI make it possible to automate what was once manual and error-prone.
  • We embody what it means to be AI-lean: chasing 10x productivity gains that allow us to scale impact beyond our headcount.

Responsibilities

  • Lead the design and development of core systems - from Go microservices and event-driven workflows to React UIs and automation layers
  • Partner cross-functionally to scope, prioritize, and deliver high-impact features that drive real business outcomes
  • Own architecture and implementation decisions end-to-end, ensuring long-term scalability and reliability
  • Think in systems and design with an eye toward flexibility and resilience

Requirements

  • We've spent years building the data model and context layer required to make this real, and now we're scaling with urgency.
  • Have 5+ years of experience building and scaling production systems

Compensation

  • Competitive salary and equity, with 10 year exercise window for stock options

Benefits

  • Competitive salary and equity, with 10 year exercise window for stock options
  • Take what you need vacation policy
  • Top notch health, dental, and vision insurance subsidized by us

Company info

  • At Chestnut, we operate with the belief that small, high-context teams working with best-in-class tools and colleagues can achieve outsized results.

This listing is sourced directly from Chestnut's careers page and normalized into a canonical job model.