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Outbound Sales Development Manager

fleetio · Remote - USA

🌐 Remote📅 19/08/2026
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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 SDRs Demonstrated ability to drive consistent attainment across a team High standards for performance and accountability Seller DNA Prior experience as an SDR or AE preferred Deep understanding of outbound selling fundamentals Ability to coach from lived experience, not theory Coaching & Funnel Expertise Exceptional ability to coach outbound prospecting Strong understanding of full-funnel stage progression Knows how to improve conversion from meeting → SQO → pipeline Executive Presence Comfortable presenting business results and strategic plans in front of Senior Leadership Data-driven storyteller with clear communication skills Operator Mindset Track record of making sound decisions in fast-paced environments Quickly diagnoses issues and builds structured action plans to fix them Balances urgency with long-term team development What Success Looks Like Predictable outbound pipeline generation Improved conversion rates across funnel stages Strong team morale paired with high accountability Clear visibility and trust in reporting and forecasting A 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+ SDRs 2+ years of full sales cycle experience with proven success in a quota-carrying role in the Mid-Market or Enterprise space A track record of operational excellence and development Exposure to coaching methodologies and techniques to drive performance & growth Desire to build, combined with scrappiness and agility needed to scale an already robust SDR team Ability to travel to Fleetio HQ for meetings quarterly Level 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 insurance Incentive stock options 401(k) match of 4% PTO - 4 weeks (increases at year two!) 12 company holidays + 2 floating holidays Parental leave - birthing parent (16 weeks paid) non-birthing (4 weeks paid) FSA & HSA options Short and long term disability (short term 100% paid) Community service funds Professional development funds Wellbeing fund - $150 quarterly Business expense stipend - $125 quarterly Mac laptop + new hire equipment stipend Fully stocked kitchen with tons of drinks & snacks (BHM only) Remote working friendly since 2012 #LI-Remote 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.
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For people searching Sales

74,689 Sales Jobs Open Right Now — Where to Look

Most are in India and the US. Here's how to pick the right one for you.

74.689Jobs
17.483IN
79%EN

WorkMundi's database shows 74,689 open sales positions globally. India leads with 17,483 jobs, followed by the US with 13,876. If you're open to geography, you have real options — but the sheer number means you need a filter. Don't apply to everything. Pick a country, a company size, and a sales model that matches what you actually want to do.

Almost 8 in 10 of these ads have their text written in English. That's useful for reading the job description and understanding what you're signing up for. But it tells you nothing about whether the role requires you to speak English with customers, partners, or your team. Ask the hiring manager directly during your first conversation.

The employers posting the most are boxlunch, SIMPLE RECRUIT, FlexBoard, and tmobile. If you see their name on a listing, you know they're actively hiring. That can work in your favor — high-volume recruiters often move faster. But volume also means competition. Your application needs to stand out.

Sales interviews almost always include a version of this: 'Tell me about a time you lost a deal. What did you learn?' Prepare a real story where you take ownership of what went wrong and what you'd do differently. Hiring managers want to see you learn, not just win.

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