Senior Sales Enablement Manager - Remote Eligible

Senior Sales Enablement Manager

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

We are a driven, mission-focused team, passionate about transforming transportation through innovation and impact. Rather than just selling a service, we build lasting partnerships with school districts and government agencies, solving their toughest challenges with our vetted CareDriver marketplace and cutting-edge solutions. As a Revenue team, our goal is clear: drive revenue growth, deliver value to our clients, and redefine what's possible in mobility, while making a meaningful difference for those who need it most.

Who You Are

• 5+ years of progressive experience in sales enablement, sales training, or a similar role within a B2B environment, with a proven track record of contributing to sales performance improvements.
• Strong understanding and proven experience with sales processes, methodologies, and best practices, with the ability to design and implement effective solutions.
• Strong communication, presentation, and facilitation skills, with the ability to articulate complex concepts clearly and concisely.
• Strong analytical and problem-solving abilities to identify sales challenges and design effective, scalable interventions.
• Proficiency in leveraging and optimizing sales enablement technologies, including CRM systems (e.g., Salesforce), content management systems, and sales automation platforms.
• Proven ability to build and foster strong, collaborative relationships with cross-functional teams (sales, marketing, product, operations) to drive alignment.
• Self-motivated, proactive, and independent mindset with the ability to manage multiple projects simultaneously and thrive in a fast-paced, evolving environment. Passion for our mission to create opportunity for all through mobility.
• High attention to detail, strong organizational skills, and project management capabilities to oversee concurrent initiatives effectively.
• Solid business acumen with an understanding of market dynamics and the ability to translate insights into actionable sales enablement strategies.

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 base salary range for this role is $110,000 - $135,000. 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, 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 **