Note: The job is a remote job and is open to candidates in USA. Root Inc. is an insurance technology company focused on creating technology-driven insurance products and customer experiences. The Staff Software Engineer, AI Enablement will set cross-team direction for AI-native ways of working, connect real-world workflows to AI Platform strategy, and lead initiatives that turn experimentation into reusable company capabilities. The role also involves aligning leaders, unblocking multi-team initiatives, measuring AI adoption, and mentoring engineers and technical leaders.
Responsibilities
- Define how Root discovers, adopts, and scales AI-native ways of working—and make that approach practical across teams
- Lead strategic embedded engagements that connect company priorities, real user workflows, and the reusable capabilities AI Platform should build next
- Turn patterns from the field into platform strategy, architecture, and technical investments that create compounding value rather than one-off wins
- Design scalable engagement and adoption models that help more teams learn faster while reducing repeated effort
- Align engineering and business leaders on the opportunities, tradeoffs, outcomes, and responsible practices that matter most
- Unblock multi-team initiatives and establish clear ways to measure whether AI adoption is changing how Root works for the better
- Develop engineers and technical leaders through mentorship, systems thinking, and a clear example of user-centered technical leadership
Skills
- 7+ years as a software engineer
- 3+ years leading software teams or major technical initiatives
- Demonstrated ability to set technical direction and deliver results across multiple teams or a meaningful functional domain
- Deep fluency with AI tools, technologies, and application patterns, including judgment about responsible and scalable use
- Strong product, systems-thinking, and problem-framing skills in ambiguous, cross-functional environments
- Experience turning user needs and experiments into reusable products, platforms, or operating models
- Ability to align senior stakeholders, drive cross-team decisions, and communicate complex AI concepts clearly
- A record of identifying strategic technical investments, unblocking large initiatives, and developing engineers beyond an immediate team
- Excellent collaboration and influence skills with technical and non-technical leaders
Benefits
- Eligible for competitive bonus and equity offering
- 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.
Company Overview
Company H1B Sponsorship