Contracts Manager - Deal Desk

Salary: Location Type: Employment Type:

Position 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.

Who We Are

Our Revenue Operations team is a collaborative and supportive team of 5, laser-focused on optimizing our sales processes and driving revenue growth. We are dedicated to empowering our sales organization with the tools and insights they need to succeed. We're proud to be the engine that powers HopSkipDrive's expansion, and we're looking for a talented Contracts Manager with a strong legal background to join our team as a key member of our Deal Desk function. This role bridges the gap between Legal, Sales, Finance and Operations, requiring someone who can confidently review and redline contracts, support deal acceleration and optimize cross-functional workflows.

Responsibilities

• Review, draft, redline and manage a wide range of commercial contracts
• Act as a liaison between Legal, Sales, Finance and other stakeholders to ensure timely contract execution
• Own and manage the contract workflow in Ironclad, ensuring compliance with internal processes and SLAs
• Input and track contract data in Salesforce and drive alignment across platforms
• Proactively identify and resolve contract issues, escalating when necessary
• Identify and develop alternative solutions for terms that do not align with company policies and business goals
• Lead contract-related projects from start to finish with a strong project management discipline
• Influence cross-functional partners and help drive decision-making by presenting contract-related insights and implications
• Maintain and continuously improve documentation, templates, and playbooks
• Lead contract process ownership and documentation with a focus on operational excellence and scalability across the business

Who You Are

You are a results-driven and highly organized individual with a passion for optimizing processes and driving revenue growth. You're confident in your ability to review and understand contracts, identify opportunities, and implement changes that make a real impact on the business. You're highly organized, detail-oriented, and passionate about ensuring that contract processes are structured, organized and helping to drive revenue.

Qualifications

• 3-5 years of experience in contract review, legal operations, or a related role
• Experience with owning and managing a Deal Desk function
• Strong understanding of contract terms, legal language, and the redlining process
• Experience in Ironclad and Salesforce is a plus
• Excellent project management and organizational skills
• Ability to prioritize, multitask, and meet tight deadlines
• Comfortable pushing back and negotiating when needed
• Strong communication and stakeholder management skills
• High attention to detail and process-driven mindset
• Proven ability to build cross-functional relationships and influence decisions
• Previous experience as a paralegal is a plus

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.

Company Information

HopSkipDrive is a technology company focused on solving complex transportation challenges with a heightened need for safety, equity, and care. We connect children, older adults, and others needing extra support with vetted caregivers. Our software also addresses major transportation challenges for schools and school districts nationwide. Founded by three mothers, HopSkipDrive has facilitated over five million rides across more than 17 states and has been recognized on the Inc. 5000 and Deloitte 500 lists multiple times. The company is Series D funded, having raised $100 million to date.