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Sales Development Representative

HopSkipDrive - Remote - Remote - posted 2026-09-22

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Salary: USD 55,000 - 75,000 / annual

HopSkipDrive is the leader in safe, fast, and simple supplemental student transportation, operating a marketplace that connects kids to highly-vetted caregivers and providing software solutions to schools and school districts. The company has facilitated over five million rides across 20+ states, is Series D funded with $100M raised, and appears on the Inc. 5000 and Deloitte 500 Fast-Growing Technology lists. As a Sales Development Representative, you will be the first point of contact for prospects at major school districts across the country. Your primary responsibility is to educate prospects about HopSkipDrive's services and qualify leads for handoff to Account Executives. You will work collaboratively with the sales team to research and evaluate prospective leads, establish rapport with potential customers, and use a consultative sales approach to assess their needs. Key responsibilities include: - Cold calling and emailing identified leads to determine fit for HopSkipDrive's services - Managing the sales funnel using Salesforce CRM and developing outreach strategies - Qualifying interested leads and converting them to Sales Qualified Leads for Account Executives - Meeting or exceeding SDR quotas (email and phone calls) and monthly/quarterly goals - Collaborating with the sales team on lead research and evaluation The company emphasizes that AI is woven into how work gets done at every level, and team members should be ready to learn fast and work differently than traditional approaches. REQUIREMENTS: - Excellent written and verbal communication skills - Honesty, empathy, and curiosity for finding customer solutions - Experience handling objections - Collaboration-focused problem solving - Strong desire for professional and personal growth - Strong time management skills, creative problem-solving ability, and self-sufficiency - Proficiency in Google Suite and Microsoft Office - Preferred: Experience with Salesforce CRM platform - Preferred: Sales experience or background in education

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