Staff Software Engineer, AI Systems

Root is hiring a Staff Software Engineer focused on AI to build trustworthy, useful AI capabilities across the company. The role sets technical direction, leads cross-team initiatives, and connects real user workflows to shared AI platforms and practices.

Property & Casualty Insurance

• Automotive
• Auto Insurance
• Insurance
• InsurTech
• Property Insurance
• Insider Connection @Root Inc.
• 2 email credits available today
• Beyond your network
• Devin Ford & 4 connections
• From your previous company
• & 2 connections

Responsibilities

• 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

Benefits

• Eligible for competitive bonus and equity offering
• Work where it works best: Root will support you working in whatever location works best for you across the US.
• Glassdoor
• 3.0
• Usage-based car insurance for good drivers.
• Columbus, Ohio, USA
• https://joinroot.com
• Distribution of Different Job Fields Receiving Sponsorship
• Represents job field similar to this job
• Engineering and Development
• Product Management
• Accounting and Finance
• Marketing
• Management and Executive
• Trends of Total Sponsorships
• *2025
• (1)
• 2023
• (3)
• 2021
• (11)
• 2020
• (12)
• Public Company
• Total Funding
• $1.03B
• Key Investors
• BlackRock
• Coatue,DST Global

Qualifications

• 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
• 7+ years of software engineering experience and 3+ years leading software teams or major technical initiatives.

Required skills

• AI application development, AI enablement, AI/LLM technologies, Production operations, Secure software delivery, Terraform

Experience

• 7+ years