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Outbound Sales Development Representative

Remote / Online - Candidates ideally in
New Haven, New Haven County, Connecticut, 06540, USA
Listing for: Fleetio
Remote/Work from Home position
Listed on 2026-01-12
Job specializations:
  • Sales
    Sales Development Rep/SDR, Business Development, Sales Representative, B2B Sales
Salary/Wage Range or Industry Benchmark: 60000 - 80000 USD Yearly USD 60000.00 80000.00 YEAR
Job Description & How to Apply Below

Outbound Sales Development Representative

As an Outbound Sales Development Representative (SDR), you make the first impression! You'll use Zoom Info, Linked In Sales Navigator, Outreach, and Salesforce to identify, engage and qualify prospective customers. You'll also partner with our Account Executives by creating a pipeline of opportunities for them to close, schedule meetings, shadow demos, etc.

If you're highly motivated, not afraid to make a cold call, and are looking to break into the fast-paced world of software sales, this could be the position for you!

A little about us Fleetio is a modern software platform that helps thousands of organizations around the world 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 Series D in June 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:
  • Our careers page:
Who You Are

You're a driven, results-oriented sales professional who thrives in a fast-paced environment and is motivated by uncapped earning potential. You're excited by the opportunity to work with fascinating customers and prospects across a wide range of industries because nearly every organization that operates a fleet is a potential Fleetio customer. You'll be responsible for sourcing and identifying, engaging and qualifying prospective customers to drive ARR growth.

You're eager to join a team of "A" players who are passionate, supportive, and committed to success. Whether you're working remotely from anywhere in the U.S. or from our HQ in Birmingham, AL, you'll find a collaborative, customer-centric culture where your contributions matter and your success is celebrated.

Your Impact
  • You will manage outbound lead generation for our Mid-Market territory by researching and contacting (cold calling, emailing, social, etc.) prospective customers to understand their business needs and educate them on how Fleetio can help them achieve their goals
  • Actively source new leads and develop detailed lead profiles in our CRM (Salesforce)
  • Qualify prospect accounts and schedule meetings and demos with our Account Executives
  • Assist in other strategic efforts to create qualified sales opportunities for Fleetio
  • Develop and refine skills that will contribute to your success as an Outbound SDR and will be transferable to other opportunities as you grow (i.e., Lead SDR, Account Executive, etc.)
Your Experience
  • 1+ years of experience in Outbound sales, preferably as an SDR or AE
  • Self-motivated with an outstanding work ethic
  • Coachable & Eager to Learn
  • Team Player
  • Resilient, fearless, and persistent
  • Problem solver with strong attention to detail
  • SaaS experience is preferred but not required
  • Bonus points if you have experience with the Fleetio tech stack (Salesforce, Outreach, Zoom Info, Linked In Sales Navigator, Slack)
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
  • Compensation: 54K base / 36K variable = 90K (uncapped) OTE for the year

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  you have a disability or a special need that requires an accommodation to fill out the online application, please let us know by calling .

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