Demo

Account Manager - Enterprise

Bestpass by Fleetworthy
Madison, WI Full Time
POSTED ON 5/9/2026
AVAILABLE BEFORE 6/6/2026
Fleetworthy offers the only complete technology suite for fleet readiness, uniting safety and compliance, toll management, and weigh station bypass solutions. We help fleets streamline operations, control costs, and operate with confidence.

Trusted by 75% of the top fleets in North America, Fleetworthy offers the most adopted toll management solution and largest weigh station bypass network. Going beyond regulatory requirements, our safety and compliance capabilities strengthen safety programs and enable proactive audit readiness. We support millions of vehicles and drivers and are recognized across the industry for innovation and leadership.

Fleetworthy is shaping the future of fleet readiness with AI-enabled, connected fleet technology that keeps drivers safe, fleets compliant, and operations running at peak efficiency. Learn more at fleetworthy.com.

Road Map:

The Enterprise Account Manager role is a critical customer-facing role within the Fleetworthy Sales Team which partners with our key clients on fleet strategy, optimization, and growth opportunities. As a trusted advisor, the Account Manager is responsible for driving solutions and a superior customer experience in alignment with our Customer Success Team to cultivate strong relationships across fleet functions and roles. Our goal is to establish a referenceable customer base through raving fans that are maximizing the value of all that Fleetworthy has to offer!  

What Your Ride Will Look Like:

  • Expand revenue from the existing customer base by strategically providing a fantastic experience and upselling/cross-selling by being inquisitive, understanding the customers' needs, and applying a partner-based approach to sales  
  • Achieve sales targets, maintain, and develop a strong pipeline of opportunities from existing customer base  
  • Build a strong understanding of client and industry segmentation, behavior, and insights to drive customer lifetime value  
  • Ownership of customer engagement including customer upsell/cross-sell and renewals  
  • Establish, manage, and grow value-based relationships though exceptional communication and follow through to ensure customer satisfaction, resulting in high customer retention  
  • Serve as voice of the customer to prioritize feature requests and platform improvements during product discussions to improve our business solutions using the customer feedback loop  
  • Responsible for account growth, upsell and cross-sell, and renewals.
  • Educate clients on new features, assist with extending their utilization, obtain customer feedback regarding new features/capabilities and overall satisfaction through customer surveys, interviews, and focus groups.  
  • Actively drive customer references and case studies 
  • The desire to exceed expectations  

Show Off What You Have:

  • 5 to 7 years of experience with a proven ability to produce in an enterprise role.
  • Ability to navigate complex sales with stakeholders across executive, management, and operational roles.
  • Excellent interpersonal skills with the ability to effectively collaborate with internal and external stakeholders  
  • Customer-first mindset  
  • Ability to understand customers' needs, manage client expectations, and connect value on a consistent basis through a thorough understanding of our strategies and solutions.
  • Strong work ethic and ability to manage high levels of volume across multiple customers and projects, with varying degrees of priorities, while fostering retention and loyalty in a fast-paced environment  
  • PowerPoint, Word, and Excel skills are a plus  
  • Salesforce or other CRM platform experience preferred  
  • Excellent verbal and written communication skills  
  • Ability to leverage your creativity, intellect, and results-oriented attitude  

Fleetworthy is committed to fostering a diverse and inclusive culture that is respectful and welcoming of individual differences. We are proud to be an equal opportunity employer and all qualified applicants will receive consideration for employment without regard to race, color, religion or belief (or lack thereof), sex, nationality, national or ethnic origin, civil status, age, citizenship status, sexual orientation, disability, genetic information, familial status, marital or registered civil partnership status, pregnancy or maternity status, gender identity, gender reassignment, military or veteran status, or any other protected characteristic in accordance with applicable laws and regulations.

Salary.com Estimation for Account Manager - Enterprise in Madison, WI
$94,431 to $128,984
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