Founding Sales Development Representative (SDR)

BusPlanner Inc.; Northern (KY); Hybrid; USD 55,000 - 85,000; Full time

Job summary

BusPlanner Inc. is seeking a Founding SDR to jump-start our outbound engine and fast-track into an AE role within 6–9 months. You will generate pipeline across US school districts, qualify opportunities, and open doors while collaborating with Sales leadership.

This remote role may include occasional travel and offers a high-growth path in a fast-moving, entrepreneurial environment within North American ed-tech. You will shape our sales processes and systems from the ground up.

Qualifications

• Extreme drive and grit; outbound hunter mindset.
• Entrepreneurial mindset in an undefined playbook.
• Strong communication and questioning skills.
• High organization and tech-savviness with CRM usage.
• Curiosity to dig deep and refine approach.
• Coachability and resilience amidst rejection.

Responsibilities

• Own top-of-funnel pipeline generation.
• Qualify inbound and outbound opportunities and handoffs to AEs.
• Run targeted outbound campaigns to penetrate US school districts.
• Experiment aggressively to refine messaging and sequences.
• Collaborate with Sales leadership on outbound strategy.
• Help shape sales systems including CRM structure and reporting.
• Represent BusPlanner at conferences for onsite prospecting.
• Advance quickly toward an AE role with mentorship.

Skills

Extreme drive and grit

Entrepreneurial mindset

Strong communication

Questioning skills

High organization

Tech-savviness

Curiosity

Coachability

Resilience

Tools

CRM

Sales automation tools

Job description

BusPlanner is looking for a Founding Sales Development Representative (SDR) to join our fast-growing Sales team. This is not a typical SDR role; it’s a ground-floor opportunity to build our outbound engine from scratch and fast-track into an Account Executive role within 6–9 months for the right performer.

Your mandate is to generate pipeline, qualify opportunities, and open doors across US school districts. You’ll operate as the tip of the spear, creating opportunities that accelerate BusPlanner’s growth in key markets.

This role is perfect for someone who is hungry, entrepreneurial, and wants to prove themselves quickly and move up fast. You’ll work directly with Sales leadership and gain visibility across the entire company.

This is a remote role and may include occasional travel.

Why BusPlanner?

BusPlanner is a leading North American tech company that provides all-in-one transportation management software to K-12 school districts. Across our customer base, we enable hundreds of transportation directors to save thousands of dollars every year by running all facets of their operations entirely through our intuitive, and easy-to-use platform.

BusPlanner’s product suite is embedded across the majority of school districts in Canada and is currently making significant inroads in the US market, having won contracts with some of the largest school districts in the country including Miami-Dade (Florida), Prince George's (Maryland), Guilford (North Carolina), as well as many others. BusPlanner has a history of serving the education market and is favorably positioned to further penetrate the US market in the coming years.

BusPlanner’s leadership team consists of seasoned entrepreneurs who have significant experience in building and growing multiple successful software businesses including: (i) FieldEdge, a leading provider of software for the field services market which the team grew more than 5x and sold to a mega-cap private equity fund, and (ii) AutoLeap, a leader in the auto repair software market that has raised more than $50 million from some of the most reputable VC firms in Silicon Valley.

As a successful Founding SDR, you will:

• Own top-of-funnel pipeline generation through cold calling, emailing, LinkedIn outreach, and creative outbound tactics.
• Qualify inbound and outbound opportunities and partner closely with Account Executives for smooth handoffs.
• Run targeted outbound campaigns to penetrate high-value school districts across the U.S.
• Experiment aggressively to refine messaging, test sequence strategies, and improve conversion.
• Collaborate with Sales leadership on outbound approach, territory strategy, and account prioritization.
• Help shape our sales systems, including CRM structure, Outreach sequences, enrichment workflows, and reporting.
• Represent BusPlanner at conferences to support onsite prospecting and pipeline creation.
• Advance quickly: strong performers have a defined 6–9 month path to an AE role, with mentorship and support to get there.

To be successful in this role, you will need:

• Extreme drive and grit: You love outbound, you love the hunt, and you love creating opportunity.
• Entrepreneurial mindset: Comfort in an environment where there isn’t a playbook yet (you’re helping build it).
• Strong communication & questioning skills: You can capture attention and uncover pain quickly.
• High organization & tech-savviness: Proficiency with CRM and sales automation tools.
• Curiosity: You dig deep, ask smart questions, and constantly refine your approach.
• Coachability: You’re hungry for feedback and improve fast.
• Resilience: You handle rejection well and maintain high energy.