HopSkipDrive is a technology company focused on solving complex transportation challenges with an emphasis on safety, equity, and care, particularly for kids and older adults. The Director of Litigation and Regulatory Affairs will lead the company's compliance program, manage litigation and claims, and provide expert legal advice on transportation network company (TNC) and education sector regulations. This role involves developing policies, supervising compliance managers, conducting audits, and collaborating cross-functionally to ensure adherence to laws and mitigate risk for a rapidly growing company.

Must Have

• Manage a compliance program.
• Manage litigation and claims.
• Provide expert legal advice on TNC and minor regulations.
• Develop and maintain compliance policies.
• Supervise compliance managers.
• Conduct regular compliance audits.
• Collaborate with cross-functional teams.
• Stay updated on TNC and DOE regulations.
• Provide compliance training.
• Provide strategic counseling to business partners.
• Hold a JD degree.
• Possess 10+ years compliance experience.
• Possess 5+ years litigation experience.
• Have legal experience in school district, TNC, or minor regulations.
• Demonstrate ability to manage internal audit procedures.
• Demonstrate ability to implement compliance systems.
• Experience managing people.
• Exceptional analytical and organizational skills.
• Detail-oriented with high accuracy.
• Ability to adapt to evolving regulatory environment.

Perks & Benefits

• Flexible vacation
• Medical insurance
• Dental insurance
• Vision insurance
• Life insurance
• 401(k)
• FSA
• Equity stock options

Director of Litigation and Regulatory Affairs

Remote - US

At HopSkipDrive, our goal is to create opportunity for all through mobility.

We’re a technology company that solves complex transportation challenges where there is a heightened need for safety, equity, and care. Through our marketplace, we connect kids, older adults, or anyone needing extra support to highly-vetted caregivers on wheels. Through our software, we solve the biggest transportation challenges facing schools and school districts around the country.

Founded by three moms as a solution to their own transportation challenges, we’ve now facilitated more than five million rides across over 17 states around the country. We continue to expand at a rapid pace, making the Inc. 5000 list four times, as well as the Deloitte 500 Fast-Growing Technology list. HopSkipDrive is a Series D company and has raised $100M in funding to date.

Who We Are

HopSkipDrive Legal is a team of lawyers and legal professionals dedicated to excellent client service. We are a key resource to our business partners, with the responsibility for protecting and representing the company’s interests and maintaining the company’s compliance with laws, rules, and regulations, all while building efficient, sustainable legal systems for our rapidly growing company.

Who you are

You are looking for a challenging and rewarding experience. You are inspired by our vision and the opportunity to define a new category in an incredibly fast-growing market. You are excited to learn, grow and collaborate so we can achieve our mission of creating opportunity for all through mobility.

At HopSkipDrive, we know that challenges require different approaches, unique perspectives and new ways of thinking. We are building a team of creative problem-solvers from many different backgrounds.

As Director of Compliance & Litigation, you will:

• Have proven experience managing a compliance program either in-house or as a go-to resource for clients as outside counsel.
• Have experience presenting to leadership and c-suite.
• Experience providing legal advice and recommendations to the business side of an organization.
• Provide expert legal advice regarding day-to-day company compliance related to transportation network company (TNC) regulations and regulations applicable to work with minors (i.e., Department of Education (DOE); National Child Protection Act (NCPA), etc.).
• Develop, implement, and maintain compliance policies and procedures specifically tailored to TNC and DOE regulations.
• Supervise compliance managers tasked with day-to-day market- or client-specific compliance management.
• Conduct regular audits and assessments to ensure adherence to applicable regulations and identify areas for improvement.
• Collaborate with cross-functional teams including legal and operations to address compliance issues and implement solutions.
• Stay abreast of changes in TNC and DOE regulations, and proactively communicate relevant updates to key stakeholders.
• Provide training and support to internal teams to promote compliance awareness and understanding.
• Provide strategic counseling to cross-functional business partners on existing and new services with a lens toward understanding and quantifying potential risk in order to help the business make informed decisions.
• Serve as a subject matter expert on TNC and DOE regulations, providing guidance and advice to senior management as needed.

What We’re Looking For

• A candidate who wants to efficiently manage a growing startup compliance portfolio
• JD & ideally 10+ years experience in compliance and 5+ years in litigation
• Ideally legal experience in either a school district, transportation network company or regulations impacting work with minors required
• Proven ability to manage internal audit procedures
• Proven ability to facilitate implementation of compliance requirements, setting up systems and processes to ensure compliance
• Experience managing people
• Exceptional analytical skills with the ability to interpret complex regulatory requirements and apply them to practical business operations
• Exceptional organizational skills
• Detail-oriented with a high degree of accuracy in documentation and reporting
• Ability to adapt to a fast-paced and evolving regulatory environment

Our Investment In You

We want you to be an owner in our company and share in executing our vision, so every full-time employee has equity. In addition, we offer flexible vacation, medical, dental, vision and life insurance, 401(k), FSA, and an opportunity to work for a uniquely positioned, VC-backed company in a hugely attractive space with significant upside potential. HopSkipDrive is committed to fair and equitable compensation practices. The base salary range for this role is $180,000 - $200,000. This position is remote and, as such, compensation will ultimately be in line with the location in which the position is filled. Final compensation for this role will be determined by several factors such as a candidate’s relevant work experience, skill set, certifications, and specific work location. The total compensation package for this role also includes equity stock options.

HopSkipDrive is proud to be an equal opportunity employer. All qualified applicants will receive consideration for employment without regard to race, color, religion, gender, gender identity or expression, sexual orientation, national origin, genetics, disability, age, veteran status, or any other protected class.

• This role will be fully remote in one of the following states in which we actively hire in: AZ, CA, CO, CT, DC, FL, GA, IL, IN, KS, MA, MD, MI, MN, MO, NC, NJ, NM, NV, NY, OH, OK, OR, SC, TN, TX, UT, VA, WA, WI