Outbound Sales Development Manager

📋 Description

• Lead and scale a team of 8–10 outbound SDRs, driving consistent pipeline generation.
• Develop and execute outbound strategy aligned to Fleetio growth targets.
• Coach SDRs on prospecting fundamentals, messaging, objection handling, multi-threading, and
• Manage stage progression from meeting booked to SQO and hold the team to daily activity, quality
• Diagnose funnel bottlenecks quickly and implement actionable improvements.
• Partner cross-functionally with Sales, Marketing, and RevOps to optimize performance and present

🎯 Requirements

• Proven experience scaling teams of 8–10 outbound SDRs.
• 2+ years of outbound sales leadership in Mid-Market or Enterprise with quota-carrying roles.
• Strong track record of operational excellence and development.
• Experience coaching outbound prospecting and full-funnel progression.
• Ability to travel to Fleetio HQ for quarterly meetings.
• Desire to build, with scrappiness and agility to scale an SDR team; passion for cars/engines is a

🎁 Benefits

• Multiple health/dental coverage options (employee 100% coverage, family 50% coverage).
• Vision insurance, incentive stock options, 401(k) match (4%).
• PTO - 4 weeks (increases at year two), 12 company holidays + 2 floating holidays.
• Parental leave (16 weeks for birthing parent, 4 weeks non-birthing).
• FSA & HSA options, disability coverage, wellbeing and development funds.
• Remote-friendly environment since 2012; #LI-Remote.