Senior Sales Specialist

About PrePass

PrePass is North America's most trusted weigh station bypass and toll management platform. We’re transforming how the transportation industry operates—creating solutions that keep trucks moving safely, efficiently, and compliantly. This means making bold decisions and building systems that support not only fleets but the broader economy. It all starts with enabling commercial vehicles to keep rolling with seamless toll management, weigh station bypass, and safety solutions. It’s what we do best, and we do it to meet the demands of the road every day.

That’s why people join us: our solutions are implemented in real-time, on highways and interstates across the nation, helping fleets go farther, faster. This work challenges and rewards, presenting complex problems that need ambitious answers. We hire bold thinkers with a heart for impact, a passion for progress, and the optimism to shape the future of transportation.

About the Role

We are seeking an experienced and consultative Senior Sales Specialist to join our Inside Sales team. In this role, you will manage inbound and outbound sales opportunities from prospects with 1–49 vehicle fleets and deliver a higher-complexity, consultative sales experience. You will drive revenue within the small-fleet segment by leveraging deep product knowledge, advanced objection-handling skills, and proven closing expertise. As a senior member of the team, you will also serve as a resource to Associates and Specialists, modeling best practices and continuous improvement across the organization.

Essential Responsibilities

Inbound Sales & Opportunity Management

• Manage inbound opportunities from prospects with 1–49 vehicles, delivering a tailored and consultative sales experience.
• Own the full opportunity lifecycle from qualification through close, ensuring a seamless buying experience and adherence to Inside Sales processes.
• Drive revenue within the larger small-fleet segment by managing more complex inbound sales opportunities and applying strong product knowledge, objection-handling skills, and closing expertise.
• Build and maintain strong customer relationships throughout the sales cycle.

Product Knowledge & Consultative Selling

• Demonstrate advanced sales skills, including needs assessment, solution positioning, objection handling, and deal navigation.
• Utilize deep product knowledge to effectively present and position PrePass solutions to prospective customers.
• Articulate PrePass value propositions while addressing objections and customer concerns with confidence and credibility.
• Provide professional and high-quality brand representation during all customer interactions.

Sales Operations & Team Development

• Maintain accurate and complete opportunity records in Dynamics 365 and consistently forecast pipeline activity.
• Support pricing discussions, quotes, promotions, and negotiations with prospective customers.
• Coordinate sales activities with marketing initiatives and campaigns.
• Serve as a resource to Associates and Specialists by modeling best practices and contributing to continuous improvement across the team.

Requirements

Qualifications

• Bachelor’s degree preferred but not required.
• 3–4 years of phone sales experience required.
• One or more years of quota-bearing sales experience required.
• Bilingual in English and Spanish preferred but not required.
• Excellent verbal and written communication skills, including strong telephone presence and presentation abilities.
• Experience using CRM systems, databases, or related software to manage prospect activity and sales progress.
• Highly proficient with Microsoft Office applications, including Word, PowerPoint, Excel, Teams, and Outlook.
• Ability to articulate value propositions, overcome objections, and foster customer relationships.
• Strong commitment to delivering excellent customer service.
• Ability to work effectively in a fast-paced environment.

Benefits

How We Will Take Care of You

• 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.
• Paid parental leave.
• 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.
• Company-wide bonus and commission plans.

Join Us

At PrePass, our mission drives us.

We invest in relationships. We challenge ourselves to innovate and improve. We win together. Simply put, we live our Core Values.

Ready to help move the transportation industry forward? Join us and let’s drive progress—together.