Our software helps organizations around the world track, analyze and improve their fleet operations. We're passionate about making it easy to manage a fleet so our customers can spend more time focusing on their mission.

Launched in 2012 out of Birmingham, AL, today thousands of people use Fleetio to manage hundreds of thousands of vehicles, equipment, parts, operators and more. Fleets of all sizes across more than 80 countries rely on Fleetio to handle the complexities of their operations.

To us, great software is simple, collaborative, comprehensive and informative. We constantly enhance our products to better embody those traits in new and exciting ways to equip our customers with the best solutions available.

To learn more about Fleetio, visit fleetio.com or give us a call at 1 (800) 975-5304.

Fleetio

Track, analyze and improve your fleet operations with Fleetio

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=YoXyXTFWbkgOur 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 generationDevelop and execute outbound strategy aligned to company growth targetsCoach SDRs on:Prospecting fundamentalsMessaging and objection handlingMulti-threading and authority mappingStage progression from meeting booked → SQOHold the team accountable to daily activity, quality standards, and conversion metricsDiagnose funnel bottlenecks quickly and implement actionable improvement plansPartner cross-functionally with Sales, Marketing, and RevOps to optimize performancePresent team performance, pipeline health, and strategic insights to Senior LeadershipBuild a culture of ownership, resilience, and continuous improvement
What We’re Looking For

Leadership & Scaling Experience

Proven experience scaling teams of 8–10 outbound SDRsDemonstrated ability to drive consistent attainment across a teamHigh standards for performance and accountability

Seller DNA

Prior experience as an SDR or AE preferredDeep understanding of outbound selling fundamentalsAbility to coach from lived experience, not theory

Coaching & Funnel Expertise

Exceptional ability to coach outbound prospectingStrong understanding of full-funnel stage progressionKnows how to improve conversion from meeting → SQO → pipeline

Executive Presence

Comfortable presenting business results and strategic plans in front of Senior LeadershipData-driven storyteller with clear communication skills

Operator Mindset

Track record of making sound decisions in fast-paced environmentsQuickly diagnoses issues and builds structured action plans to fix themBalances urgency with long-term team development

What Success Looks Like

Predictable outbound pipeline generationImproved conversion rates across funnel stagesStrong team morale paired with high accountabilityClear visibility and trust in reporting and forecastingA culture where performance is owned, coached, and elevated consistently

What You'll Bring

2+ years of sales leadership experience, including leading a team of 6+ SDRs2+ years of full sales cycle experience with proven success in a quota-carrying role in the Mid-Market or Enterprise spaceA track record of operational excellence and developmentExposure to coaching methodologies and techniques to drive performance & growthDesire to build, combined with scrappiness and agility needed to scale an already robust SDR teamAbility to travel to Fleetio HQ for meetings quarterlyLevel up if you know a thing or two about cars and engines

Benefits

Multiple health/dental coverage options (100% coverage for employee, 50% for family)Vision insuranceIncentive stock options401(k) match of 4%PTO - 4 weeks (increases at year two!)12 company holidays + 2 floating holidaysParental leave - birthing parent (16 weeks paid) non-birthing (4 weeks paid)FSA & HSA optionsShort and long term disability (short term 100% paid)Community service fundsProfessional development fundsWellbeing fund - $150 quarterlyBusiness expense stipend - $125 quarterlyMac laptop + new hire equipment stipendFully stocked kitchen with tons of drinks & snacks (BHM only)Remote working friendly since 2012 

Fleetio provides equal employment opportunities to all employees and applicants and prohibits discrimination and harassment. We celebrate diversity and are committed to creating an inclusive environment for all. All employment is decided on the basis of qualifications, merit and business need.

This application is not intended to and does not create a contract or offer of employment. Employment with Fleetio is at will.

If you have a disability or a special need that requires an accommodation to fill out the online application, please let us know by calling (205) 718-7500.

