HopSkipDrive is the safe youth transportation solution schools and families rely on to get kids where they need to go.
Senior Counsel – Policy & Regulatory
Location
Arizona + 25 moreAll locations: Arizona | California | Colorado | District Of Columbia | Florida | Illinois | Kansas | Nevada | New Jersey | New Mexico | New York | North Carolina | Oklahoma | Oregon | Maryland | Massachusetts | Michigan | Minnesota | Missouri | South Carolina | Tennessee | Texas | Utah | Virginia | Washington | Wisconsin
Posted
4 days ago
Salary
$178K - $200K / year
Seniority
Senior
Job Description
Senior Counsel – Policy & Regulatory
HopSkipDrive
• Own multi-state regulatory compliance obligations for HopSkipDrive as a transportation network company operating in the education sector, including TNC licensing, driver qualification standards, DMV record check requirements, and state-specific transportation regulations. • Draft and submit regulatory filings, advice letters, and compliance attestations to state agencies; track and manage agency review, approval, and disposition. • Advise on revenue contract and RFP provisions with regulatory implications, including background check requirements, reporting obligations, and driver and vehicle standards. • Advise internal stakeholders on regulatory requirements for new market entry and ongoing compliance obligations in existing markets. • Build AI projects and workflows related to regulatory matters. • Monitor and analyze federal and state legislation affecting HopSkipDrive’s operations, with a focus on transportation network companies, school pupil transportation, and automated decision systems. • Develop legal and policy positions on pending legislation; collaborate with the Policy and Government Relations teams to prepare bill analyses, public comments, and engagement strategies. • Assist with bill review and bill drafting in partnership with the Policy team. • Identify legislative trends and develop proactive compliance strategies, particularly around TNC regulation, school transportation, and gig economy classification. • Represent HopSkipDrive’s interests in regulatory rulemakings before state public utility commissions and transportation agencies. • Monitor and manage responses to public records and disclosure requests from state and local agencies. • Leverage AI tools for more efficient legislative analysis. • Oversee a book of claims related to labor and employment claims. • Manage a small number of cases or claims related to civil litigation including discovery strategy, preparing corporate witnesses, and directing litigation defense. • Support outside counsel in preparing for and conducting arbitrations. • Handle subpoenas, service of process, and regulatory investigations, coordinating with outside counsel as appropriate. • Build AI projects and workflows related to litigation. • Manage data use agreements and research partnerships with academic institutions and government agencies. • Provide legal research and rulemaking assistance as needed to support a busy and growing regulatory portfolio. • Serve as a legal subject matter expert on AI and automated decision-making, advising on compliance with emerging state AI legislation and internal AI governance frameworks.
Job Requirements
- J.D. from an accredited law school and active license to practice law in the jurisdiction where you live.
- 8+ years of legal experience, including at 5 in a law firm or in-house role, with primary focus on regulatory and/or governmental affairs and meaningful exposure to litigation or claims management.
- Demonstrated ability to work with AI tools in a legal context and uses AI consistently in their own legal work, whether for contract analysis, legal research and synthesis, matter management, regulatory analysis, or various projects.
- Demonstrated experience navigating state regulatory agencies, administrative proceedings, or legislative processes
- Proven ability to advise cross-functional teams on legislative and regulatory requirements and the legal implications of policy priorities
- Exceptional analytical skills with the ability to interpret complex regulatory requirements and apply them to practical business operations
- Excellent written and oral communication skills, with the ability to present information clearly to varied audiences and collaborate effectively across teams
- Strong organizational skills and the ability to manage a high-volume, rapidly evolving regulatory portfolio with competing deadlines
- Comfort operating in a fast-paced, ambiguous environment — bonus points for experience at a rapidly growing company.
Benefits
- equity
- flexible vacation
- medical, dental, vision and life insurance
- 401(k)
- FSA
- opportunity to work for a uniquely positioned, VC-backed company in a hugely attractive space with significant upside potential
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