Outbound Sales Development Representative

Position Overview

• Location Type: Remote (U.S.) or Onsite (Birmingham, AL)
• Job Type: Full-time
• Compensation: $54K base / $36K variable = $90K (uncapped) OTE

As an Outbound Sales Development Representative (SDR) at Fleetio, you will be responsible for making the first impression with prospective customers. You will leverage tools like ZoomInfo, LinkedIn Sales Navigator, Outreach, and Salesforce to identify, engage, and qualify potential clients. Your role will involve partnering with Account Executives by creating a pipeline of opportunities, scheduling meetings, and shadowing demos. This position is ideal for individuals who are highly motivated, comfortable with cold outreach, and seeking to enter the fast-paced world of software sales.

Fleetio is a modern software platform used by thousands of organizations globally to manage their fleet operations. We are a leader in the transportation technology market, experiencing significant growth and having recently secured $450M in Series D funding in June 2025. Fleetio is also a proud founding member of the Rails Foundation.

Who You Are

You are a driven, results-oriented sales professional who excels in a fast-paced environment and is motivated by uncapped earning potential. You are excited by the prospect of working with a diverse range of customers and industries. Your primary responsibility will be sourcing, identifying, engaging, and qualifying prospective customers to drive Annual Recurring Revenue (ARR) growth. You aspire to join a team of high-performers who are passionate, supportive, and dedicated to success. You will find a collaborative, customer-centric culture that values your contributions and celebrates your achievements, whether you work remotely or from our Birmingham, AL HQ.

Your Impact

• Manage outbound lead generation for the Mid-Market territory.
• Research and contact prospective customers via cold calling, emailing, social media, etc., to understand their business needs and demonstrate how Fleetio can help them achieve their goals.
• Actively source new leads and create detailed lead profiles within our CRM (Salesforce).
• Qualify prospect accounts and schedule meetings and demos for our Account Executives.
• Assist in strategic initiatives to generate qualified sales opportunities for Fleetio.
• Develop and refine skills that will contribute to your success as an Outbound SDR and are transferable to future growth opportunities (e.g., Lead SDR, Account Executive).

Your Experience

• 1+ years of experience in outbound sales, preferably as an SDR or AE.
• Self-motivated with an outstanding work ethic.
• Coachable and eager to learn.
• Team player mentality.
• Resilient, fearless, and persistent.
• Problem-solver with strong attention to detail.
• SaaS experience is preferred but not required.
• Experience with the Fleetio tech stack (Salesforce, Outreach, ZoomInfo, LinkedIn Sales Navigator, Slack) is a plus.

Benefits

• Multiple health and dental coverage options (100% employee coverage, 50% family coverage).
• Vision insurance.
• Incentive stock options.
• 401(k) with a 4% match.
• 4 weeks of Paid Time Off (PTO), increasing at year two.
• 12 company holidays plus 2 floating holidays.
• Parental leave: 16 weeks paid for birthing parents, 4 weeks paid for non-birthing parents.
• Flexible Spending Account (FSA) and Health Savings Account (HSA) options.
• Short-term and long-term disability (short-term disability is 100% company-paid).
• Community service funds.
• Professional development funds.
• Quarterly wellbeing fund ($150).
• Quarterly business expense stipend ($125).
• Mac laptop and new hire equipment stipend.
• Fully stocked kitchen with drinks and snacks (Birmingham, AL office only).
• Remote-friendly work environment since 2012.

Company Information

• Fleetio overview video: https://www.youtube.com/watch?v=IlvIbwZT3oU
• Our careers page: https://www.fleetio.com/careers

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 employees.