Teams at Fleetio

Conduct outbound lead generation through cold calls, email, and social outreach; research prospects, build lead profiles in Salesforce, qualify accounts, and schedule meetings and demos for Account Executives. The role focuses on creating qualified pipeline, educating prospects about Fleetio, and developing transferable software sales skills.

Lead and scale a team of 8–10 outbound SDRs, driving pipeline generation, funnel progression, coaching, accountability, and performance improvement. Develop outbound strategy, diagnose bottlenecks, partner with Sales, Marketing, and RevOps, and present pipeline and performance insights to senior leadership. The role requires sales leadership experience, full-cycle quota-carrying experience, strong coaching skills, and quarterly travel to Fleetio headquarters.

Draft and coordinate RFI, RFP, security questionnaire, and vendor assessment responses for commercial and public sector opportunities. Partner with Sales and cross-functional experts to create evaluator-ready answers, validate technical and contractual information, meet submission requirements, and manage deadlines. Track response outcomes, maintain the response library, use internal AI tools, and improve workflows, documentation, competitive framing, and pursuit processes.