[![Image]() Meet Jobicy Copilot — free AI autofill for job applications + remote job alerts ›](#) [All remote jobs](https://jobicy.com/jobs.md)Open role[![Fleetio logo](https://jobicy.com/data/server-nyc0409/galaxy/mercury/2023/07/e571b83c37e0ed5371754d319be16e76.jpeg)](https://jobicy.com/company/fleetio.md)Remote opportunity at[Fleetio](https://jobicy.com/company/fleetio.md) # Outbound Sales Development Representative Review the role, location requirements, compensation details, and application process before deciding whether this opportunity fits your next career move. [Apply for this job](#job-application)[View company](https://jobicy.com/company/fleetio.md)Share7 Sep 2026Published27Listing views1Application actions7 Oct 2026Apply before Opportunity details ## About this role. AI SummaryFleetio is hiring an Outbound Sales Development Representative to generate and qualify Mid-Market pipeline for its fleet-management SaaS platform. The role centers on cold calling, email and social outreach, prospect research, CRM management, and booking meetings and demos for Account Executives. Candidates need at least one year of outbound sales experience, resilience, coachability, attention to detail, and strong self-motivation; SaaS and familiarity with Salesforce, Outreach, ZoomInfo, and LinkedIn Sales Navigator are preferred. This is a remote-friendly U.S. role with a clear development path toward Lead SDR or Account Executive positions. ## Role DNA A quick view of the complexity, pace, ownership and collaboration implied by the job description. ### Job Complexity 3/5EasyHard ### Pace & Pressure 5/5RelaxedFast-paced ### Autonomy Level 4/5GuidedFull ownership ### Communication Load 5/5IndependentCollaborative AI insightThis is an early-career sales role, but sustained outbound prospecting, rejection handling, and pipeline-quality expectations make it demanding. Success requires disciplined activity management and strong discovery communication in a high-velocity environment. ## Salary analysis Estimated compensation compared with the broader US market for similar roles. Estimated job medianHighly competitive$65,000US market range$50k–$80k0$88k AI insightNo salary range is disclosed, so these are estimated U.S. annual base-salary benchmarks for an SDR with 1+ years of outbound experience. A typical estimated base-pay midpoint is $65,000, with a market range of roughly $50,000 to $80,000; variable commission or OTE may increase total earnings but was not quantified in the posting. ## Core skills Skills and capabilities most closely associated with this opportunity. [Outbound Sales](https://jobicy.com/jobs?search_keywords=Outbound%20Sales.md)[Sales Development](https://jobicy.com/jobs?search_keywords=Sales%20Development.md)[Lead Generation](https://jobicy.com/jobs?search_keywords=Lead%20Generation.md)[Cold Calling](https://jobicy.com/jobs?search_keywords=Cold%20Calling.md)[Prospecting](https://jobicy.com/jobs?search_keywords=Prospecting.md)[SaaS Sales](https://jobicy.com/jobs?search_keywords=SaaS%20Sales.md)[Salesforce](https://jobicy.com/jobs?search_keywords=Salesforce.md)[Outreach](https://jobicy.com/jobs?search_keywords=Outreach.md)[LinkedIn Sales Navigator](https://jobicy.com/jobs?search_keywords=LinkedIn%20Sales%20Navigator.md)[ZoomInfo](https://jobicy.com/jobs?search_keywords=ZoomInfo.md) Sample interview questionsHow do you structure an outbound prospecting campaign for a new target account?I begin by researching the company, fleet profile, likely operational challenges, and relevant stakeholders. I build a concise, personalized multichannel sequence across email, phone, and LinkedIn, then track engagement in the CRM and adjust messaging based on response patterns. Tell us about a time you handled repeated rejection in an outbound role. I treat rejection as data rather than a personal outcome. In a prior outreach effort, I reviewed call recordings and objection trends, refined my opening and value proposition, and maintained a consistent activity cadence until conversion improved. How would you qualify a prospect before scheduling a meeting for an Account Executive? I would confirm the prospect's role, fleet-related workflow or pain point, current solution, business impact, decision process, and timing. I would document these details clearly in Salesforce so the Account Executive has context for a productive discovery conversation. How do you ensure your CRM data and lead profiles remain accurate? I update records immediately after meaningful interactions, use standardized fields and notes, and verify contact information during research. I also regularly review my pipeline for duplicates, stale records, and next-step gaps. Why are you interested in selling Fleetio? Fleetio addresses a practical operational need for organizations that manage vehicles and equipment, which makes the value proposition tangible. I am also motivated by the opportunity to develop in a high-growth SaaS environment while contributing directly to qualified pipeline and ARR growth. 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](https://rubyonrails.org/foundation)! More about our team and company: * Fleetio overview video: [https://www.youtube.com/watch?v=YoXyXTFWbkg](https://www.youtube.com/watch?v=YoXyXTFWbkg) * Our careers page: [https://www.fleetio.com/careers](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. Show more [Apply now >](https://jobicy.com/jobs/152723-outbound-sales-development-representative.md) > Annual salary information is not provided for this position. Explore salary ranges for similar roles in our [Salary Directory ›](https://jobicy.com/salaries.md) * ![Upload CV](data:image/svg+xml;base64,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) ### Upload your resume now To unlock remote work opportunities and be discovered by global employers. 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