Staff Software Engineer, AI Systems

(united States)Remotelead

OtherSoftware Engineer Ai

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Quick Summary

Key Responsibilities

you can frame ambiguous problems, evaluate tradeoffs, and turn learning into reusable capabilities. Experience with AI/LLM technologies and application patterns, with sound judgment about responsible,

Technical Tools

OtherSoftware Engineer Ai

Root is on a mission to unbreak insurance by creating experiences people love at prices they can't believe. We believe that investing in world-class technology will facilitate a new class of insurance products, driving a massive positive impact on the hundreds of millions of drivers who carry auto insurance in the US. Root's Engineering team is committed to building a flexible platform on which our product designers and quantitative scientists can quickly test ideas, deploy them into production, and iterate, with the ultimate objective of a delightful customer experience coupled with effective risk management.

Nice to Have

~1 min read

Set a multi-quarter technical direction for how Root builds, adopts, and improves AI-enabled systems, balancing immediate opportunities with durable investments.
Lead cross-team initiatives from ambiguous problem framing through architecture, implementation, and measurable outcomes.
Connect real user workflows and experiments to shared services, platform strategy, and scalable ways of working rather than one-off solutions.
Make sound tradeoffs across security, responsible use, reliability, observability, cost, usability, and long-term maintainability.
Align engineering and business leaders on priorities and decisions; unblock work across product engineering, data, security, infrastructure, and other partners.
Establish feedback loops and measures that show whether AI capabilities are dependable and whether adoption improves how Root works.
Anticipate emerging constraints, shape technical investments, and multiply your impact by mentoring engineers and technical leaders.

Responsibilities

~2 min read

→7+ years of software engineering experience and 3+ years leading software teams or major technical initiatives.
→A record of setting technical direction and delivering results across multiple teams or a meaningful engineering domain.
→Strong systems and product judgment: you can frame ambiguous problems, evaluate tradeoffs, and turn learning into reusable capabilities.
→Experience with AI/LLM technologies and application patterns, with sound judgment about responsible, scalable use.
→Depth in cloud/platform architecture and production operations, ideally including AWS, Terraform, and secure software delivery
→Depth in hands-on AI enablement, user-centered problem discovery, and translating experiments into products or operating models
→Ability to drive cross-team decisions, communicate complex ideas to senior technical and non-technical leaders, and develop engineers beyond your immediate team.

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Consistent with the Americans with Disabilities Act (ADA) and the Civil Rights Act of 1964, it is the policy of Root to provide reasonable accommodation when requested by a qualified applicant or candidate with a disability, unless such accommodation would cause an undue hardship for Root. The policy regarding requests for reasonable accommodation applies to all aspects of the hiring process. If reasonable accommodation is needed, please contact recruiting@joinroot.com.