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Legal AI Engineer (Contractor)

GustoSan Francisco, CA - Hybrid; Denver, CO - Hybrid; New York, NY - Hybrid; United States - Remote
Hybrid Contract

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Experience Level

Entry Level

Qualifications

Key Responsibilities:Integrate the AI Stack: Combine existing individual workflows and dashboards into shared, maintainable assets for the entire team. System Design and Documentation: Create and document efficient AI-driven legal processes. Collaboration: Work closely with legal and cross-functional teams to understand requirements and deliver tailored solutions.

About the job

Gusto helps over 500,000 small businesses manage payroll, health insurance, 401(k) plans, and HR services. Teams work from offices in Denver, San Francisco, and New York, as well as remotely across the United States. The company values a workforce that reflects the diversity of its customers and communities.

This contract position centers on advancing Gusto’s legal operations through AI. The Legal AI Engineer (Contractor) will join for a fixed term to design, build, and document foundational legal AI systems. The role involves close collaboration with the legal team and cross-functional partners, with guidance from the Senior Manager of Legal Contracting Operations & AI Systems. Once systems are in place, solutions will be handed off to the legal team for ongoing use and improvement.

AI is central to Gusto’s work. Employees are encouraged to use relevant AI tools and keep learning as technology evolves. The company offers competitive pay, benefits, and equity (RSUs) for contributors. More details can be found on Gusto’s Total Rewards philosophy page.

Key Responsibilities

  • Design and implement legal AI infrastructure and workflows based on requirements from legal, legal operations, and cross-functional partners.
  • Create clear documentation to support smooth handover and future maintenance.
  • Collaborate closely with the legal team, which already uses AI tools such as Claude.
  • Transform early-stage experiments into reliable, shared systems and tools.
  • Ensure workflows are efficient, measurable, and secure.

Who Thrives in This Role

This position fits someone who combines legal and technical expertise and can translate legal needs into scalable, maintainable systems. Experience working with both legal requirements and technical implementation is important.

Location

  • San Francisco, CA – Hybrid
  • Denver, CO – Hybrid
  • New York, NY – Hybrid
  • United States – Remote

About Gusto

Gusto is dedicated to supporting the small business community by managing essential services such as payroll, health insurance, and HR, allowing owners to focus on what they do best. With a growing presence across major U. S. cities and a commitment to diversity and inclusion, Gusto is an employer of choice for those looking to make a real impact in the small business sector.

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