Engineering Manager II, Telematics Technology

Root Insurance

27d•$168,000 - $220,000•Remote

About The Position

We are looking for an Engineering Manager II to lead our Telematics Technology domain. In this role, you will manage the engineers who deploy, support, and operate the production systems that turn granular driving data into the risk signals that power Root's pricing and customer experience. You'll partner closely with Data Science, Pricing, Underwriting, and other stakeholders to set the strategy for the domain, while ensuring your engineering organization is healthy, growing, and delivering reliably. Our telematics strategy is centered on two key focus areas. First, the Telematics Platform focus area operates the telematics feature store, trip featurization pipelines, canonical data conversion, and the Telematics API. This is one of Root's founding capabilities, and stakeholder demand is growing as more teams depend on telematics data to make decisions. Second, the Telematics Experience focus area aims to unlock the full value of telematics throughout the insurance lifecycle, from first impression to late tenure. We are committed to building best-in-class customer-facing experiences that make telematics convenient and transparent for all our customers while maintaining an imperative to reward the safest drivers. As the Engineering Manager, you'll be accountable for the execution, delivery, technical direction, and people leadership across these focus areas.

Requirements

6+ years in software engineering with 3+ years in technical leadership or engineering management, specifically leading teams through periods of scale or high complexity.
Demonstrated ability to bridge the gap between technical complexity and business strategy; you can translate product, data, and ML roadmap needs into actionable engineering plans for senior leaders and cross-functional partners.
Strong technical judgment in building and scaling distributed data pipelines; you can guide the team through trade-offs in reliability, observability, and latency, ensuring we build sustainable, high-quality systems.
Strong command of modern cloud infrastructure (e.g., AWS, Terraform, serverless architecture).
A track record of developing engineers at varying seniority levels, with a focus on building inclusive, high-ownership cultures built on mutual trust and open communication.
Experience implementing development practices that balance rapid experimentation with rigorous production stability.
Comfortable championing a 'build-measure-learn' culture, managing technical debt alongside new feature delivery, and facilitating effective ceremonies (e.g., retrospectives, sprint planning) to drive continuous team improvement.
A proactive approach to driving the adoption and integration of AI tools and technologies within the team’s day-to-day workflows to enhance developer productivity and code quality.

Nice To Haves

Deep experience in productionalizing ML models at scale.
Prior background in telematics, sensor data pipelines, or insurance/financial services.
Advanced experience with logging, monitoring, and tracing tooling (e.g., Datadog) to drive system performance.

Responsibilities

Partner with Data Science, Pricing, Underwriting, and other stakeholders to define the long-term vision and quarterly roadmaps for our Telematics Platform and Telematics Experience focus areas.
Translate product and data strategy into actionable quarterly roadmaps, prioritizing technical investments to balance feature delivery with platform stability.
Manage and mentor a high-performing engineering organization, fostering an environment of mutual trust, open communication, high ownership, accountability, and continuous growth.
Use a situational leadership approach—coaching, directive feedback, and delegation—to develop engineers at all levels.
Identify talent gaps and drive recruitment, onboarding, and organizational design plans to ensure the domain scales with business demand.
Guide the architectural direction for the telematics pipeline, ensuring our systems are built for high observability, reliability, and scale.
Oversee the delivery of complex technical initiatives, ensuring we act consistently on postmortem learnings to improve system resilience.
Continuously evaluate development processes, driving efficiency gains that accelerate time-to-market for new telematics-powered features, and work closely with the broader Engineering Manager community to champion engineering excellence across the company.