Fleetio

Outbound Sales Development Manager

salesfull-timeRemote - USA

SALARY

Not listed

WORK TYPE

remote

JOB TYPE

full-time

INDUSTRY

general

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About the role

<div class="content-intro"><p>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 <a href=" member of the Rails Foundation</a>!</p>

<p><strong>More about our team and company:</strong></p>

<ul>

<li>Fleetio overview video: <a href="

<li>Our careers page:&nbsp;<a href="

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<div id=":r5u:" class="content-editable-leaf-rtl" data-content-editable-leaf="true">Fleetio is seeking a high-impact Outbound <span class="notion-enable-hover" data-token-index="1">Sales Development Manager</span>&nbsp;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.</div>

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<div id=":r5v:" class="content-editable-leaf-rtl" data-content-editable-leaf="true">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.</div>

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<li>Lead and scale a team of <span class="notion-enable-hover" data-token-index="1">8–10 outbound SDRs</span>, driving consistent pipeline generation</li>

<li>Develop and execute outbound strategy aligned to company growth targets</li>

<li>Coach SDRs on

<ul>

<li>Prospecting fundamentals</li>

<li>Messaging and objection handling</li>

<li>Multi-threading and authority mapping</li>

<li>Stage progression from meeting booked → SQO</li>

<li>Hold the team accountable to daily activity, quality standards, and conversion metrics</li>

<li>Diagnose funnel bottlenecks quickly and implement actionable improvement plans</li>

<li>Partner cross-functionally with Sales, Marketing, and RevOps to optimize performance</li>

<li>Present team performance, pipeline health, and strategic insights to Senior Leadership</li>

<li>Build a culture of ownership, resilience, and continuous improvement</li>

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<h3 id=":r6d:" class="content-editable-leaf-rtl" data-content-editable-leaf="true">What We’re Looking For</h3>

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<h4 id=":r6e:" class="content-editable-leaf-rtl" data-content-editable-leaf="true">Leadership &amp; Scaling Experience</h4>

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<li>Proven experience scaling teams of <span class="notion-enable-hover" data-token-index="1">8–10 outbound SDRs</span></li>

<li>Demonstrated ability to drive consistent attainment across a team</li>

<li>High standards for performance and accountability</li>

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<h4 id=":r6i:" class="content-editable-leaf-rtl" data-content-editable-leaf="true">Seller DNA</h4>

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<li>Prior experience as an SDR or AE preferred</li>

<li>Deep understanding of outbound selling fundamentals</li>

<li>Ability to coach from lived experience, not theory</li>

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<h4 id=":r6m:" class="content-editable-leaf-rtl" data-content-editable-leaf="true">Coaching &amp; Funnel Expertise</h4>

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<li>Exceptional ability to coach outbound prospecting</li>

<li>Strong understanding of&nbsp;<span class="notion-enable-hover" data-token-index="1">full-funnel stage progression</span></li>

<li>Knows how to improve conversion from meeting → SQO → pipeline</li>

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<h4 id=":r6q:" class="content-editable-leaf-rtl" data-content-editable-leaf="true">Executive Presence</h4>

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<li>Comfortable presenting business results and strategic plans in front of <span class="notion-enable-hover" data-token-index="1">Senior Leadership</span></li>

<li>Data-driven storyteller with clear communication skills</li>

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<h4 id=":r6t:" class="content-editable-leaf-rtl" data-content-editable-leaf="true">Operator Mindset</h4>

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<li>Track record of making sound decisions in fast-paced environments</li>

<li>Quickly diagnoses issues and builds structured action plans to fix them</li>

<li>Balances urgency with long-term team development</li>

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<h3 id=":r71:" class="content-editable-leaf-rtl" data-content-editable-leaf="true">What Success Looks Like</h3>

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<li>Predictable outbound pipeline generation</li>

<li>Improved conversion rates across funnel stages</li>

<li>Strong team morale paired with high accountability</li>

<li>Clear visibility and trust in reporting and forecasting</li>

<li>A culture where performance is owned, coached, and elevated consistently</li>

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<h3 id=":r77:" class="content-editable-leaf-rtl" data-content-editable-leaf="true">What You'll Bring</h3>

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<li>2+ years of sales leadership experience, including leading a team of 6+ SDRs</li>

<li>2+ years of full sales cycle experience with proven success in a quota-carrying role in the Mid-Market or Enterprise space</li>

<li>A track record of operational excellence and development</li>

<li>Exposure to coaching methodologies and techniques to drive performance &amp; growth</li>

<li>Desire to build, combined with scrappiness and agility needed to scale an already robust SDR team</li>

<li>Ability to travel to Fleetio HQ for meetings quarterly</li>

<li>Level up if you know a thing or two about cars and engines</li>

</ul>

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</div><div class="content-conclusion"><h3>Benefits&nbsp;</h3>

<ul>

<li>Multiple health/dental coverage options (100% coverage for employee, 50% for family)</li>

<li>Vision insurance</li>

<li>Incentive stock options</li>

<li>401(k) match of 4%</li>

<li>PTO - 4 weeks (increases at year two!)</li>

<li>12 company holidays + 2 floating holidays</li>

<li>Parental leave - birthing parent (16 weeks paid) non-birthing (4 weeks paid)</li>

<li>FSA &amp; HSA options</li>

<li>Short and long term disability (short term 100% paid)</li>

<li>Community service funds</li>

<li>Professional development funds</li>

<li>Wellbeing fund - $150 quarterly</li>

<li>Business expense stipend - $125 quarterly</li>

<li>Mac laptop + new hire equipment stipend</li>

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Outbound Sales Development Manager

About the role

&lt;li&gt;Coach SDRs on

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