Root is a "work where it works best" company. This means we will support you working in whatever location that works best for you across the US.
How You Will Make an Impact
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.
What You Will Need to Succeed
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.
As part of Root's interview process, we kindly ask that all candidates be on camera for virtual interviews. This helps us create a more personal and engaging experience for both you and our interviewers. Being on camera is a standard requirement for our process and part of how we assess fit and communication style, so we do require it to move forward with any applicant's candidacy. If you have any concerns, feel free to let us know once you are contacted. We’re happy to talk it through.
Please see our Privacy Notice available HERE for more information on how we process your personal data.
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.
