Fleetio

Outbound Sales Development Representative

USA, United States full-time Mid Salary not listed
full-time Mid level Technology & IT Curated
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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!

More about our team and company:

Fleetio overview video: https://www.youtube.com/watch?v=YoXyXTFWbkg

Our careers page: https://www.fleetio.com/careers

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!

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

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.

Interview prep

Walk in with sharper answers.

Use this as a quick practice sheet before you speak with the employer.

Mid
Technology & IT Business Development CRM Remote Collaboration Sales Mid level full-time

Likely questions

  1. Tell us about work you have done that is close to the Outbound Sales Development Representative role.
  2. How would you approach your first 30 days at Fleetio?
  3. Which of Business Development, CRM and Remote Collaboration have you used recently, and what did it help you achieve?
  4. Describe a time you solved a problem without waiting to be told exactly what to do.
  5. How do you handle busy days, changing priorities, or pressure at work?

Prepare before the call

  • A recent example that proves your experience with Business Development, CRM and Remote Collaboration.
  • One short story with a problem, your action, and the result.
  • Two examples that show the strengths listed on your CV.
  • A clear reason why this role and company interest you.
  • Your availability, preferred work style, and salary expectations.

Ask them

  • What would success look like in the first 90 days?
  • What are the main problems this hire should help solve?
  • How does the team give feedback and measure good work?
  • What does a normal working week look like for this role?
Practice line

I am interested in the Outbound Sales Development Representative role because I can bring practical experience in Business Development, CRM and Remote Collaboration, learn the team quickly, and contribute to the outcomes Fleetio needs from this hire.

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