Fleetio
Direct Greenhouse career site

Outbound Sales Development Representative

Location
Remote (US)
Job type
Full-time
Level
Mid-level
Experience
1+ year
Listed
Today

Skills & highlights for this role

  • Outbound sales
  • Cold calling
  • Lead generation
  • Lead qualification
  • Salesforce CRM
  • Prospecting
  • Consultative communication

Also useful

  • SaaS sales experience
  • ZoomInfo
  • LinkedIn Sales Navigator
  • Outreach
  • Slack

About the role

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!

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 identify, engage and qualify 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, ZoomInfo, LinkedIn 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
  • 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.

Benefits

  • Vision insurance
  • Incentive stock options
  • 401(k) match of 4%
  • PTO - 4 weeks (increases at year two!)
  • 12 company holidays + 2 floating holidays
  • FSA & HSA options
  • Community service funds
  • Professional development funds
  • Wellbeing fund - $150 quarterly
  • Business expense stipend - $125 quarterly
  • Mac laptop + new hire equipment stipend

More about our team and company

  • Fleetio overview video:
  • Our careers page:

As an Outbound Sales Development Representative (SDR), you make the first impression! You'll use ZoomInfo, LinkedIn 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:
Read the original posting

From Fleetio's careers page, first listed on Rolev.ai on November 12, 2026. Rolev.ai is not the employer.

How Rolev.ai helps with this application

Rolev.ai is a job search and application tool for US job seekers. For this Outbound Sales Development Representative role at Fleetio, it shows how your resume fits, tailors your resume to the posting, and prepares the application for you to review.

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Common questions

Where is the Outbound Sales Development Representative job at Fleetio located?

Yes, this Outbound Sales Development Representative opening at Fleetio is listed as Remote (US). Always check Fleetio's application page for specific state eligibility or relocation policies.

What qualifications are required for Outbound Sales Development Representative at Fleetio?

For the Outbound Sales Development Representative role, Fleetio highlights 1+ year of relevant experience; experience with Outbound sales, Cold calling, Lead generation, Lead qualification, Salesforce CRM, Prospecting. Rolev.ai can score your existing resume against these requirements and show any skill gaps before you apply.

How do I apply for the Outbound Sales Development Representative position at Fleetio?

This listing links directly to Fleetio's Greenhouse application page. You can apply directly on Fleetio's site, or use Rolev.ai to check your resume fit, generate a zero-hallucination tailored resume and cover letter for this posting, and autofill the Greenhouse application form in 1 click with the Rolev.ai Chrome extension. You always review the form and press Submit yourself.