Lead Technical Program Manager II

CURRENT ROOT EMPLOYEES - Please apply using the career page in Workday. This career site is for external applicants only.

The Opportunity

We’re looking for a Lead Technical Program Manager to help drive and manage cross-functional technical initiatives across the organization. This role will work with stakeholders from Data Science, Engineering, Information Security, Marketing, and Product teams to deliver Root’s highest priority technical programs.

Technical Program Managers at Root are expected to wear many hats, blending technical expertise with strong program management capabilities. As a TPM, your primary responsibility will be to lead and drive complex, cross-functional technical initiatives with a focus on engineering rigor, operational excellence, and delivering results at scale. You will be the driving force behind defining technology, project, program, and product requirements, ensuring that these align with organizational objectives and deliver value to the business. You will navigate ambiguity, mitigate risks, and influence stakeholders across all levels to deliver successful outcomes.

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.

Salary Range: $165,248 - $188,000 (Bonus and LTI Eligible)

How You Will Make an Impact

• Lead Complex Technical Initiatives: Drive large-scale, cross-functional programs by collaborating with engineering, product, and data science teams to achieve optimal technical and business outcomes.

• Advance Engineering Excellence: Ensure high standards of engineering rigor and operational excellence across projects, identifying opportunities for continuous improvement and scalable solutions.

• Strategic Planning & Execution: Break down ambiguous technical problems into actionable tasks, prioritize deliverables, manage timelines, and identify risks to ensure successful program delivery.

• Cross-Functional Collaboration: Build strong relationships with stakeholders across all levels, communicating technical concepts clearly and tailoring messages to different audiences.

• Risk Management & Decision Making: Identify technical and program risks, negotiate trade-offs, and make informed decisions to optimize business outcomes.

• Process Optimization: Develop and refine processes to streamline teamwork, increase velocity, and reduce complexity, ensuring projects are delivered efficiently and on time.

• Metrics-Driven Success: Help establish and track key metrics to measure program success, driving continuous improvements based on data and feedback.

What You Will Need to Succeed

• 4+ years as a DevOps, infrastructure, or software engineer

• 2+ years leading technical projects/programs

• Broad experience in cloud technologies, AWS preferred

• Familiarity with Agile/Kanban processes

• Familiarity with project management methodologies and tools

• Proven experience in planning and executing cross-functional projects that achieve the expected outcomes or drive significant learning

• Excellent communication skills both with engineering colleagues and team stakeholders

Don’t meet every single requirement?

Studies have shown that women and people of color are less likely to apply to jobs unless they meet every single qualification. At Root, Inc., we are dedicated to building a diverse and inclusive workplace, so if you’re excited about this role but your past experience doesn’t align perfectly with every qualification in the job description, we encourage you to apply anyway!

Join us

At Root, we judge people based on the merit of their work, not who they are. If you are passionate about what this role entails and solving real problems, we encourage you to apply. We want to learn about you and what you can add to our team.

Who we are

We’re harnessing the power of technology to revolutionize insurance. Using machine learning and mobile telematic platforms, we’ve built one of the most innovative FinTech companies in the world. And we’re just getting started.

What draws people to Root

Our success is in large part due to our unwavering standards in hiring. We recognize that our products are only as good as the people building and promoting them. We want individuals who find solutions by going through the cycle of ideation to implementation with curiosity, rigor, and an analytical lens. Ask anyone who works here and you’ll hear similar reasons for why they joined:

Autonomy—for assertive self-starters, the opportunities to contribute are limitless.

Impact—by challenging the way it’s always been done, we solve problems that have a big impact on our business.

Collaboration—we encourage rich discussion and civil debate at every turn.

People—we are inspired by the collection of crazy-smart people around us.