Outbound Sales Development Manager

About this role

A little about us…Fleetio is a modern software platform that helps thousands of organizations worldwide manage their fleet operations. Transportation technology is a hot market, and we’re leading the charge with raving fans and new customers signing up every day. We raised $450M in our Series D funding round in March of 2025 and are on an exciting trajectory as a company. Fleetio is also a proud founding member of the Rails Foundation!

More about our team and company:

• Fleetio overview video: https://www.youtube.com/watch?v=YoXyXTFWbkg

• Our careers page: https://www.fleetio.com/careers

Fleetio is seeking a high-impact Outbound Sales Development Manager to lead, coach, and scale a team of outbound SDRs. This leader will be responsible for driving pipeline generation, improving full-funnel stage progression, and instilling a culture of accountability and performance.

This is a hands-on leadership role for someone who thrives in fast-paced environments, understands outbound at a tactical level, and can translate activity into measurable business outcomes.

What You’ll Do

• Lead and scale a team of 8–10 outbound SDRs, driving consistent pipeline generation

• Develop and execute outbound strategy aligned to company growth targets

• Coach SDRs on:

• Prospecting fundamentals

• Messaging and objection handling

• Multi-threading and authority mapping

• Stage progression from meeting booked → SQO

• Hold the team accountable to daily activity, quality standards, and conversion metrics

• Diagnose funnel bottlenecks quickly and implement actionable improvement plans

• Partner cross-functionally with Sales, Marketing, and RevOps to optimize performance

• Present team performance, pipeline health, and strategic insights to Senior Leadership

• Build a culture of ownership, resilience, and continuous improvement

What We’re Looking For

Leadership & Scaling Experience

• Proven experience scaling teams of 8–10 outbound SD