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

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.

The Opportunity

The Assistant General Counsel at Root will play a pivotal role in advancing the company’s legal and regulatory objectives within a rapidly evolving, technology-driven insurance landscape. This position will serve as a key advisor and strategic partner to senior leadership, driving compliance across complex regulatory frameworks and supporting critical business initiatives. By providing expert guidance on corporate transactions, regulatory matters, and product development, the Assistant General Counsel will not only safeguard Root’s interests but also enable innovation and growth. Their leadership in managing regulatory interactions, overseeing compliance functions, and mentoring legal team members will strengthen the broader legal organization, ensuring Root remains agile, compliant, and positioned for continued success in a competitive market.

Salary Range: $115,000 - $140,000 (Bonus & LTI eligible)

How You Will Make an Impact:

• Provide support to the Sr. Deputy General Counsel on preparation and filing of periodic reports and other documents with the Securities and Exchange Commission (SEC) including: Form 10-K, 10-Q, and 8-K; Proxy statements; Form S-1, S-3, and other registration statements; Section 16 filings (Forms 3, 4, 5)

• Provide direct support to the Senior Deputy General Counsel & VP of Compliance on all regulatory, compliance, and corporate matters.

• Coordinate with internal teams (e.g., legal, finance, compliance, operations) to gather necessary documentation and organizational information to prepare and submit UCAA Expansion Applications to state insurance departments for company licensing and authority expansion.

• Support the completion and submission of all corporate filings with domiciliary regulators, including Form Ds, Form B, ORSA, and ERM reports.

• Monitor and provide analysis on countrywide changes to state statutes, regulations, bulletins and case law as they emerge to ensure compliance and possible impact to existing and proposed business plans.

• Interface directly and lead discussions with state departments of insurance to advocate on behalf of the company and communicate company positions.

• Assist in the evaluation of insurance department interpretations and laws in complex regulatory scenarios arising from market conduct examinations, regulatory inquiries, data calls, and catastrophe reporting; develop strategies and advocate for the company's position to minimize business interruptions.

• Provide advice on state insurance rate, rule and form filings including objections and inquiries.

• Provide legal and regulatory support in the development and rollout of countrywide product and rating initiatives.

• Assist, as needed, in reviewing agreements related to new business partners to ensure protection of business interests, data, and property.

• Other duties as assigned, not expected to exceed 5% of total responsibilities.

What You Will Need to Succeed

• Law degree from an ABA-accredited law school.

• 7+ years of experience in a mid- to large-sized law firm and/or in-house roles; or 5 years experience at an insurance company or high-growth tech company is strongly preferred.

• Strong critical thinking, business acumen, and excellent judgment.

• Ability to work independently, manage multiple priorities, and adapt in a fast-paced, high-growth environment.

• Exceptional drafting and legal technical skills with a keen eye for detail.

• Comfortable providing legal guidance on short timelines with limited information and executing business decisions involving legal risks.

• Exemplary integrity and business ethics, with the ability to maintain confidentiality of sensitive information.

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.