Enterprise Account Executive

Remote or Hybrid

We Speak Safety and Efficiency:  

At Bestpass – Fleetworthy, our mission is to make our roads safer, and our fleet customers more efficient.  

In 2023, Bestpass and Fleetworthy combined because we believe fleet operators deserve a simpler way to keep the back office administrative aspects of the operation running, so they can focus on their core business. We provide unmatched visibility into their fleet operations, eliminating the burden of keeping assets, driver, fuel and toll data updated, compliant and optimized. We achieve this through our three-pillar approach of expertise, technology, and data.    

At Bestpass – Fleetworthy, you’re in the driver’s seat! 

Road Map:    

We are looking for a dynamicStrategic Enterprise Client Account Executive to join our Enterprise Sales Team and lead our sales strategy and execution among key prospects. This individual will be tasked with creating and implementing a strategic plan to grow business and acquire new Bestpass customers across various verticals in the Enterprise account territory.  

What Your Ride Will Look Like:  

  • Create and execute a plan for building pipeline and selling into fleets of 500+ vehicles. 
  • Understand the value and how to properly position Bestpass and Fleetworthy services with both over the road and service fleets. 
  • Assist customers in building a business case justification for the purchase of Bestpass and Fleetworthy services based on pilot / POC data. 
  • Maintain an accurate record of activity and results in our database.  
  • Accurately forecast your sales pipeline on a monthly and quarterly basis. 
  • Strive to meet and exceed established goals, timelines, and quotas. 
  • Work with Direct and Channel Sales, Account Management, Customer Success, Operations & Support teams to ensure complete customer satisfaction. 
  • Ensure relationships with key decision-makers for accounts and prospects are continuously developed and nurtured. 
  • Travel when necessary (up to 20%) 

Show Off What You Have:  

  • Bachelor’s degree or equivalent experience in a related field. 
  • Minimum 3 years of solution selling experience. 
  • Ability to offer unique perspective by reframing and challenging the way customers view their business; know how to structure a sales pitch to highlight customer benefits before supplier strengths. 
  • Adept at driving two-way communication by clearly articulating value proposition to customer’s pain points. 
  • Preferred experience in selling SaaS software solutions. 
  • Experience selling cross organizationally (C and VP levels). 
  • Proven proficiency at building and developing opportunity and territory plans. 
  • Experience in and ability to clearly articulate sales stages and process for complex accounts. 
  • Ability to identify business targets, secure appointments, and execute a strategic sales process. 
  • Excellent written and verbal communication skills, strong presentation skills. 

Fuel Gauge: Salary range is $68,000 - $88,000 depending on experience. Annual OTE ranges between $200,000 - $253,000

What Drives Us to Work Every Day: 

  • We are laid back but always professional. 
  • We pride ourselves on making a difference, to our employees, clients, and their businesses. 
  • We love “quirky” and accept team members for who they are & what they bring to the table. 
  • We are proud to build all our relationships based on transparency and trust. 
  • All our teams consist of top talent who are energetic, inquisitive, and love jumping out of bed each day because they know they can and will make a difference! 

We care about your Zen: 

  • A flexible work environment with a mix of 100% remote and/or hybrid roles and some that are in the office. 
  • An amazing benefits package so you can rest assured your needs are taken care of. 
  • Paid time off so you can have time to relax and experience a healthy work-life balance.
  • A 401K plan with an impressive company match. It’s never too early to start saving for retirement!
  • Health and wellness-focused work environment with office fitness challenges, and plenty of outdoor space to take a walk or just clear your mind.
  • Opportunities to participate in charitable events, give back to the community, and get paid for your efforts!
  • We reward success with promotions from within and encourage all employees to switch lanes and check out other departments.
  • We pay hefty referral bonuses to all employees who refer family and friends! 

 Bestpass Core Values – We are 1TEAM 

  • People 1st - People 1st! We win as a team by collaborating, having each other’s backs, and bringing out the best in each other. We always treat others as they would like to be treated.  
  • Trust - We inspire trust by delivering on our promises, owning outcomes, being transparent in our communications, and acting with integrity.    
  • Every Trip Matters - Because every trip that our customers take is important to them, it's important to us. Whether it is a load being hauled across the country or a service vehicle traveling on a toll road, our customers count on us to deliver the right expertise, software, and data to make every trip safe, efficient, and productive.   
  • Always Innovating - We solve for the customer and focus on outcomes.  We are nimble in our approach. When we fail, we fail fast and learn from it. We are here to disrupt, not to fit in. 
  • Mindset - We are committed to a growth mindset. Our efforts and attitudes are what determine our abilities. We embrace good criticism. We seek new challenges. We never stop learning. 

About Bestpass: Bestpass is a comprehensive payment platform provider and leader in toll management solutions for commercial fleets of all sizes. Bestpass saves fleets time and money by consolidating payments and providing insight into cost per vehicle. Bestpass, founded in 2001, covers 100% of major toll roads across the U.S., supports more than 30,000 customers, and processes over $1.5 billion in toll transactions annually. Bestpass offers a range of toll coverage options for owner-operators, regional fleets, and national fleets, as well as customized solutions for specific needs. 

About Fleetworthy Solutions: Fleetworthy Solutions, Inc. provides DOT safety and regulatory compliance services to commercial fleets that take them Beyond Compliant. Fleetworthy combines exceptional client service, advanced technologies, and more than 40 years of transportation industry expertise to make sure that drivers and assets are truly fleetworthy. The company helps private fleets, for-hire carriers and third-party logistics companies of all sizes surpass compliance of federal, state, and local regulations and streamline processes to reduce costs and mitigate risks.  

Bestpass 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 


Job Profile


Amazing benefits package Flexible work environment Paid Time Off Promotions from within


Account management C Communication Customer Satisfaction SaaS SaaS solutions Sales Salesforce Solution Selling

  • Assist in building business case justification
  • Build pipeline and sell into fleets
  • Collaborate with various teams
  • Develop relationships with key decision-makers
  • Forecast sales pipeline
  • Maintain sales records
  • Meet and exceed goals
  • Position services with fleets
  • Travel when necessary

3 years


Bachelor's degree Communications


Mix of 100% remote and/or hybrid roles