VP Controller - Remote

Overview

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.

In Short

• Lead the preparation of accurate, timely financial statements to inform strategic business decisions.
• Own and continuously improve the month-end close process to increase rigor, speed, and accuracy.
• Develop and enforce accounting policies and procedures in alignment with GAAP best practices.
• Optimize accounting operations including accounts receivable and accounts payable.
• Partner cross-functionally to analyze financial performance and support business growth initiatives.
• Enhance and monitor internal controls, financial systems, and audit readiness to ensure compliance.
• Oversee the optimization of ERP system to support scalable operations.
• Serve as the primary liaison for external auditors and manage all aspects of the annual audit process.

Requirements

• CPA designation and a Bachelor’s or Master’s degree in Accounting.
• 15+ years of progressive accounting experience, including 4+ years in a Controller-level role.
• Proven experience leading month-end close and preparing GAAP-compliant financial statements.
• Demonstrated success in optimizing accounting systems, including ERP platforms.
• Strong leadership experience with a track record of building and developing high-performing teams.
• Deep understanding of U.S. GAAP and internal controls.
• Experience managing audits and serving as the primary contact for external auditors.
• Effective cross-functional collaborator with strong communication skills across technical and non-technical audiences.
• Manage, mentor, and develop the accounting team for scale.

Benefits

• Equity ownership for every full-time employee.
• Flexible vacation policy.
• Medical, dental, vision, and life insurance.
• 401(k) and FSA.
• Opportunity to work for a uniquely positioned, VC-backed company with significant upside potential.