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HopSkipDrive

Compliance Manager

Job Summary

The role involves monitoring and managing compliance requirements, coordinating permit applications, and ensuring regulatory adherence across multiple markets. Candidates should have extensive experience in regulatory compliance, legal advising, and process implementation, with strong analytical and communication skills. The position supports the company's growth by ensuring operational compliance with complex regulatory standards. This role is fully remote within selected states and offers competitive benefits and equity participation.

Required Skills

Communication Skills
Data Analysis
Cross-functional Collaboration
Regulatory Compliance
Legal Research
Legal Advice
Process Implementation
Regulatory Reporting
Operational Planning
Permitting

Benefits

Medical Insurance
Dental Insurance
Vision Insurance
Life Insurance
Flexible Vacation
Equity/Stock Options
401(k)
FSA

Job Description

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


The Legal team works hand-in-hand with leaders across the company to support HopSkipDrive’s growth, innovation, and strategic initiatives. It's an integral and highly impactful team that provides legal advice and guidance to ensure the company operates within legal boundaries while protecting intellectual property, financial interests, and regulatory compliance. We navigate complex legal landscapes to mitigate risks and support innovation. The Compliance Manager is critical to the team’s rapid response to compliance questions and implementation of complex regulatory standards. You will be responsible for:

  • Monitoring ongoing compliance requirements and working with cross-functional teams to operationalize those requirements
  • Owning coordinating and drafting transportation network company permit applications and renewal applications
  • Owning regulatory reporting and fee submissions
  • Assisting with licensing/permitting and compliance stand-ups in new markets
  • Completing ad hoc research on compliance-related questions and issues, and supporting the Compliance Team in optimizing HopSkipDrive’s rapidly growing regulatory portfolio

Who You Are

You're a highly organized and analytical operator with a proven track record of building scalable processes and collaborating across teams. You're passionate about hitting targets and eager to lead key initiatives. With the following skills, you’ll make a tangible and immediate impact:

  • 5+ years of experience in a regulatory compliance role within a legal department or law firm OR JD & 3+ years experience in compliance
  • Exceptional attention to detail and a proven track record of implementing regulatory reporting and permitting without lapses or citations
  • Proven ability to facilitate implementation of compliance requirements, setting up systems and processes to ensure compliance with limited supervision.
  • Experience analyzing and reviewing data submissions prepared by data teams for accuracy and consistency with relevant legal requirements
  • Exceptional analytical skills with the ability to interpret complex regulatory requirements and apply them to practical business operations.
  • Ability to adapt to a fast-paced and evolving regulatory environment.
  • Excellent written and verbal communication skills, with the ability to interact effectively with legal professionals, cross-functional teams, and external partners.

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 proud to operate as a drug-free workplace. HopSkipDrive is also committed to fair and equitable compensation practices. The salary range for this role in Los Angeles, CA is $100,000.00 - $125,000.00. 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 AZ, CA, CO, CT, DC, FL, GA, IL, IN, KS, MA, MD, MI, MN, MO, NC, NJ, NM, NV, NY, OK, OR, SC, TN, TX, UT, VA, WA, WI**

Interested in this job?

Application deadline: Open until filled

Logo of HopSkipDrive

HopSkipDrive

HopSkipDrive is the leading provider of supplemental student transportation and routing software, all powered by transformative technology.

See more jobs
Date PostedMay 1st, 2025
Job TypeFull Time
LocationRemote
Salary$100,000 - $125,000
Exciting fully remote opportunity for a Compliance Manager at HopSkipDrive. Offering $100,000 - $125,000 (full time). Explore more remote jobs on FlexHired!

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