[Hiring] Inside Sales Representative @PrePass

Role Description

We are seeking a results-driven Inside Sales Representative – SMB Fleet Compliance Software to join our growing sales team. This role focuses on selling PrePass software solutions to small and mid-sized fleets through a combination of outbound prospecting and inbound lead management.

You will own the full sales cycle—from identifying and qualifying opportunities to delivering product demonstrations and closing new business. This is a quota-carrying role ideal for a motivated sales professional with 3–5 years of experience in SaaS and fleet-related sales who thrives in a fast-paced, high-growth environment.

Essential Responsibilities

• Sales Execution & Pipeline Development
  • Prospect and engage SMB fleet customers through outbound calls, email, and digital channels.
  • Manage inbound leads, qualify opportunities, and convert prospects into customers.
  • Own the full sales cycle, including discovery, product demonstrations, proposal development, and closing.
  • Consistently meet or exceed monthly and quarterly sales quotas.
• Customer Engagement & Value Selling
  • Build strong relationships with prospective customers and understand their operational needs.
  • Clearly articulate the value of PrePass software solutions, including safety, compliance, and efficiency benefits.
  • Address objections and guide prospects through the decision-making process.
• CRM Management & Reporting
  • Maintain accurate and up-to-date records of all sales activities in CRM systems.
  • Track pipeline, forecast performance, and report on sales progress.
  • Ensure timely follow-up and disciplined pipeline management.
• Collaboration & Continuous Improvement
  • Partner with marketing, product, and sales leadership to refine messaging and improve conversion rates.
  • Participate in training and ongoing development to deepen product knowledge and sales effectiveness.
  • Contribute to a high-performance, team-oriented sales culture.

Qualifications

• 3–5 years of experience in inside sales, preferably in transportation/fleet software solutions.
• Proven track record of meeting or exceeding sales quotas.
• Experience managing a full sales cycle, from prospecting to close.
• Strong communication, presentation, and objection-handling skills.
• Ability to quickly learn and effectively communicate technical product offerings.
• Experience with CRM systems (e.g., Salesforce) and sales engagement tools.
• Self-motivated with a high level of accountability and drive.
• Bachelor’s degree preferred but not required.

Benefits

• Robust benefit package that includes medical, dental, and vision that start on date of hire.
• Paid Time Off, to include vacation, sick, holidays, and floating holidays.
• 401(k) plan with employer match.
• Company-funded “lifestyle account” upon date of hire for you to apply toward your physical and mental well-being (i.e., ski passes, retreats, gym memberships).
• Tuition Reimbursement Program.
• Voluntary benefits, to include but not limited to Legal and Pet Discounts.
• Employee Assistance Program (available at no cost to you).
• Company-sponsored and funded “Culture Team” that focuses on the Physical, Mental, and Professional well-being of employees.
• Community Give-Back initiatives.
• Culture that focuses on employee development initiatives.