Job Description
At HopSkipDrive our mission is to create opportunity for all through mobility. We're the leader in safe fast and simple supplemental student transportation through our marketplace we connect kids to highly-vetted caregivers on wheels. Through our software we solve the biggest transportation challenges facing schools and school districts across 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 over 20 states. We continue to grow rapidly — earning a spot on the Inc. 5000 list numerous times and the Deloitte 500 Fast-Growing Technology list. HopSkipDrive is a Series D company and has raised $100M to date.
How we work
We're an AI-forward company and we expect every person on our team to be too. We use AI tools to do our best work — drafting analyzing building and shipping faster than we could without them — and we invest in training share what works and govern AI use thoughtfully. We don't expect you to be an expert when you start. We do expect you to be curious willing to learn and ready to use the best tools available to move our mission forward.
We're remote-first mission-driven and built for people who want to do work that matters with people who hold a high bar.
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 $55000 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**
Skills Required
- Excellent written and verbal communication skills
- Experience handling objections
- Strong time management skills
- Experience with Salesforce platform preferred
- Experience in a sales or in the education space a plus
What the Team is Saying









What We Do
We help get students to their destinations safely and on time. Our technology connects school partners to a network of highly vetted drivers with small vehicles and wheelchair-accessible vehicles complementing the yellow bus filling in gaps and enabling schools to support student transportation needs. Our partnerships with school districts child welfare agencies and nonprofits ensure equitable educational access for our most vulnerable populations including youth in foster care youth experiencing homelessness and youth with special needs.
Why Work With Us
HopSkipDrive exists to create opportunity for all through mobility. As the leader in innovative supplemental school transportation we’re taking a different approach to addressing inequities in educational access that are affecting millions of kids each day. We’re paving the way for a future where every student has the chance to succeed.
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HopSkipDrive Offices
Remote Workspace
Employees work remotely.
HopSkipDrive’s headquarters is located in Los Angeles’ Little Tokyo district and we love this space! However we believe strongly that most roles allow for a remote-first approach to work and most of our employees work remotely.
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Date Posted
05/30/2026
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