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Sales Development Representative

Hopskipdrive

Remote - US (Remote) Remote permanent

Posted: February 6, 2026

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Quick Summary

We're a technology company that solves complex transportation challenges where there is a heightened need for safety, equity, and care. We connect kids, older adults, or anyone needing extra support to highly-vetted caregivers on wheels. Our software helps facilitate more than five million rides across the country.

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

Our team of Sales Development Representatives create the first stage relationships with prospects at some of the largest school districts in the country. Your goal is to educate prospects on HopSkipDrive’s service and schedule meetings for them to speak with our Account Executives. Our Sales Development Team is the engine that drives HopSkipDrive’s growth. Here is a short list of what you will be doing:

• Work in conjunction with sales team to research and evaluate prospective leads

• Establish a rapport with potential prospects

• Use a consultative sales approach during outreach to accurately assess the needs of prospective clients

• Cold call and email identified leads and determine if there is a potential need for HSD’s services

• Utilize Salesforce CRM to manage sales funnel and determine outreach strategies

• Meet or exceed SDR quotas (includes email and phone calls)

• Qualify leads that express interest in HSD’s service and assign them to an Account Executive, creating Sales Qualified Lead.

• Meet or exceed assigned monthly and quarterly goals set forth by management.

Who You Are

You are a self-starter who is looking for a challenging and rewarding experience. The role of an SDR requires curiosity, great communication and persistence. We are building a team of creative problem-solvers from many different backgrounds who are excited to develop their skills. With the following skills, you’ll make a tangible and immediate impact:

• Excellent written and verbal communication skills

• Honesty, empathy and curiosity for finding solutions for our prospective customers

• Experience handling objections

• Collaboration focused problem solving

• Strong desire for professional and personal growth

• Experience with CRM (Salesforce) platform preferred

• Experience in a sales or in the education space a plus

• Strong time management skills, creative problem solver, and self-sufficient worker

• Proficiency in Google Suite and Microsoft Office

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 committed to fair and equitable compensation practices. The salary range for this role is $60,000 - $70,000 base + up to $20k OTE. 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, CO, DC, FL, GA, IL, IN, KS, MA, MD, MI, MN, MO, NC, NJ, NM, NV, OH, OK, OR, SC, TN, TX, UT, VA, WA, WI**

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