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.
- 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.
- 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 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 is $100,000-$120,000.
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 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**
Life at HopSkipDrive
HopSkipDrive makes life easier for busy parents by taking the stress out of the carpool conundrum and arranging rides for kids with drivers who have significant childcare experience. Our founders are moms who acutely feel the challenge of getting kids to activities, and who understand the safety concerns.
Created by moms, driven with love.
Thrive Here & What We ValueHopSkipDrive is committed to fair and equitable compensation practices | Every full-time employee has equity | 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.</s> | 1. Fair and Equitable Compensation Practices | 2. Opportunity to Work for a VCBacked Company in a Hugely Attractive Space with Significant Upside Potential | 3. Flexible Vacation, Medical, Dental, Vision and Life Insurance | 4. 401(k) and FSA Benefits | 5. Commitment to Fair and Equitable Employment Practices</s> | 1. Empowering Clients and Caregivers through Exceptional Support and Efficient Solutions | 2. Mission to Set the Standard for Client Support Excellence | 3. Commitment to Making Tomorrow Better for Our Clients | 4. Fair and Equitable Compensation Practices | 5. VCBacked Company in a Hugely Attractive Space with Significant Upside Potential</s> | HopSkipDrive is committed to fair and equitable compensation practices. | The salary range for this role is $75,000 - $80,000. | 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.*</s> | 1. FastPaced Environment | 2. Collaborative Work Culture | 3. Opportunity for All Through Mobility | 4. Commitment to Fair and Equitable Compensation Practices | 1. Collaborative Environment | 2. Opportunity for All Through Mobility | 3. Commitment to Fair and Equitable Compensation Practices | 4. Flexible Vacation, Medical, Dental, Vision, and Life Insurance Benefits | 5. 401(k) and FSA Options | 6. VCBacked Company in a Hugely Attractive Space with Significant Upside Potential</s> | HopSkipDrive is committed to leveraging advanced analytic solutions to solve existing problems and anticipate future opportunities ultimately playing a pivotal role in shaping HopSkipDrive's success. | HopSkipDrive is proud to operate as a drug-free workplace. | HopSkipDrive is also committed to fair and equitable compensation practices.</s> | Every full-time employee has equity. | 1. HopSkipDrive is committed to leveraging datadriven insights to not only solve existing problems but also to anticipate future challenges and opportunities, ultimately playing a pivotal role in shaping HopSkipDrive's success. | 2. 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. | 3. HopSkipDrive offers flexible vacation, medical, dental, vision and life insurance, 401(k), FSA, and an opportunity to work for a uniquely positioned, VCbacked company in a hugely attractive space with significant upside potential.</s> | Mission-focused team passionate about transforming transportation through innovation and impact | Building lasting partnerships with school districts and government agencies | Solving complex transportation challenges where there is a heightened need for safety, equity, and care | VC-backed company in a hugely attractive space with significant upside potential</s> | 1. Empowering clients and caregivers through exceptional, empathetic support and efficient solutions | 2. Setting the standard for client support excellence | 4. VCbacked company in a hugely attractive space with significant upside potential | 5. Flexible vacation, medical, dental, vision and life insurance, 401(k), FSA</s> | 1. HopSkipDrive is committed to fair and equitable compensation practices. | 2. HopSkipDrive offers flexible vacation, medical, dental, vision and life insurance, 401(k), FSA, and an opportunity to work for a uniquely positioned, VCbacked company in a hugely attractive space with significant upside potential. | 3. 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.</s> | 2. Flexible vacation, medical, dental, vision and life insurance, 401(k), FSA | 3. Opportunity to work for a uniquely positioned, VCbacked company in a hugely attractive space with significant upside potential. | 4. HopSkipDrive is committed to being an equal opportunity employer.</s> | 2. Flexible vacation, medical, dental, vision, and life insurance benefits | 3. 401(k) plan | 4. Opportunity to work for a uniquely positioned, VCbacked company in a hugely attractive space with significant upside potential.</s> | Mission-Driven Company that Cares Deeply About What We Do and the People Who Make It Happen | Collaborative Work Environment with a Focus on Employee Retention Strategies | Opportunity to Work for a Uniquely Positioned Company</s> | 1. HopSkipDrive is committed to creating opportunity for all through mobility. | 2. The company operates as a drugfree workplace. | 3. HopSkipDrive is also committed to fair and equitable compensation practices.</s> | 3. HopSkipDrive operates as a drugfree workplace. | 4. HopSkipDrive is proud to be an equal opportunity employer.</s> | 2. HopSkipDrive offers flexible vacation, medical, dental, vision and life insurance, 401(k), FSA, and an opportunity to work for a uniquely positioned, VCbacked company in a hugely attractive space with significant upside potential.</s> | 1. Equity ownership for all fulltime employees | 2. Flexible vacation and medical benefits | 3. Drugfree workplace | 4. Fair and equitable compensation practices</s> | 1. Empathetic support and efficient solutions that exceed expectations | 2. Commitment to making tomorrow better for our clients | 3. Fair and equitable compensation practices | 4. VCbacked company in a hugely attractive space with significant upside potential.</s> | Dedicated to creating an exceptional employee experience and fostering a supportive and inclusive work environment | Passionate about building a strong company culture and ensuring smooth operational processes | Committed to providing exceptional support to employees | Collaborating with cross-functional teams, specifically partnering with Accounting for month-end close | Operating as a drug-free workplace | Commitment to fair and equitable compensation practices</s> | 1. Collaborative and Supportive Team | 2. ResultsDriven and Highly Organized Individual | 3. Passion for Optimizing Sales Processes and Driving Revenue Growth | 5. Opportunity to Work for a VCBacked Company in a Hugely Attractive Space with Significant Upside Potential</s> | HopSkipDrive offers 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.</s> | The salary range for this role is $160,000 - $185,000. | HopSkipDrive offers 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.</s> | HopSkipDrive is committed to fair and equitable compensation practices and operates as a drugfree workplace. The company offers 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.</s> | Mission-focused team player | Driven by results | Adaptable selling | Demonstrates curiosity and compassion | Partner cross-functionally | In-person prospect engagement | Cross-functional collaboration</s> | The salary range for this role is $130,000 -140,000 base. | 2. DrugFree Workplace | 3. VCBacked Company in a Hugely Attractive Space with Significant Upside Potential | 4. Flexible Vacation, Medical, Dental, Vision and Life Insurance, 401(k), FSA</s> | HopSkipDrive operates as a drug-free workplace. | The salary range for this role in Los Angeles, CA is expected to be between $175,000 - $200,000/year with an expected On Target Earnings (OTE) of $400,000/year (including bonus or sales incentive). | 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**</s> | Equity stock options for full-time employees | 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.</s> | Driven by results and thriving in dynamic environments where our contributions directly drive to success | Proud to be an equal-opportunity employer</s> | 3. VCBacked Company with Significant Upside Potential | 4. Opportunity for All through Mobility | 5. Collaborative and Supportive Team</s>
