Lead AI Enablement Engineer: Shape Platform Adoption

Root Insurance; United States; Remote; USD 164,000 - 240,000; Full time

Benefits offered by this job

Equity offering

Bonus program

Job summary

Root Insurance seeks a Lead Software Engineer for the AI Enablement Squad to guide a portfolio of engagements, set quarterly priorities, and coach engineers turning field learning into platform improvements that create compounding value across Root.

The role emphasizes fluency with AI tools, collaboration with product, data, and security teams, and the delivery of reusable AI capabilities with measurable impact.

Qualifications

• 5+ years as a software engineer.
• 1+ years leading software teams or major technical initiatives.
• Demonstrated ability to lead team-level delivery of customer-facing or internal technical solutions.
• Fluency with AI tools and technologies, plus practical judgment about responsible deployment and adoption.
• Strong product instincts: evaluate opportunities, define success, and make tradeoffs within a quarter.
• Experience working directly with varied users and influencing partners toward better workflows and outcomes.
• Ability to coordinate multiple engagements and cross-team dependencies while protecting focus.
• A coaching mindset and track record of helping teammates improve their technical and collaborative practice.
• Clear written and verbal communication that creates shared context with team members and stakeholders.

Responsibilities

• Shape a quarterly portfolio of embedded engagements that helps Root teams adopt AI where it can create the most meaningful leverage.
• Guide the team from workflow discovery and platform learning through clear requirements and reusable AI Platform improvements.
• Protect capacity for the work that compounds: reusable capabilities, adoption patterns, and the team practices that make them stick.
• Connect AI Platform, product engineering, data, security, and business partners around the opportunities that deserve shared investment.
• Create repeatable engagement models and playbooks that make successful AI adoption easier for each new team.
• Coach engineers to pair technical judgment with curiosity, empathy, and crisp communication about complex AI concepts.
• Make the team's outcomes visible, helping stakeholders understand where adoption is working, what is blocking it, and what to do next.

Skills

Software engineering

Team leadership

AI tools

Product instincts

Stakeholder communication

Job description

Root Insurance seeks a Lead Software Engineer for the AI Enablement Squad to guide a portfolio of engagements, set quarterly priorities, and coach engineers turning field learning into platform improvements that create compounding value across Root.

The role emphasizes fluency with AI tools, collaboration with product, data, and security teams, and the delivery of reusable AI capabilities with measurable impact.