Fleetworthy Accelerates AI Capabilities to Power the Next Generation of Fleet Technology 

August 20, 2025

Albany, N.Y., Aug. 20 2025 –  Fleetworthy, the only complete technology suite combining fleet safety, compliance, toll management, and weigh station bypass, today announced major advances in its enterprise-wide AI capabilities and strategy. The company is integrating AI across its solutions to streamline operations, enhance safety and compliance, and deliver measurable efficiencies, while maintaining a responsible approach to AI adoption. 

“At Fleetworthy, we believe the future of fleet management is powered by intelligent technology that supports the people behind the wheel and in the back office,” said Shay Demmons, Chief Product Officer of Fleetworthy. “Our AI strategy is built on delivering practical, high-impact solutions that make fleets safer, more efficient, and more prepared for what’s next. By integrating AI across our product portfolio, we’re helping our customers unlock real operational value today, while laying the groundwork for the predictive, connected fleet technology of tomorrow.” 

Fleetworthy’s AI strategy centers on amplifying human decision-making by automating repetitive tasks, freeing up fleet professionals to focus on higher-level strategic priorities. Over the past year, Fleetworthy significantly enhanced its AI capabilities throughout its major brands, which include Bestpass by Fleetworthy and Drivewyze by Fleetworthy. 

Industry-leading solutions demonstrate how Fleetworthy is turning its AI vision into high-impact tools that improve safety, reduce costs, and simplify compliance: 

  • Continuous Monitoring + AI Alerting 

AI analyzes fleet data streams in real-time, surfacing actionable risk assessments and alerts. Fleets can immediately respond to emerging risks or operational anomalies, mitigating liabilities and enhancing safety outcomes through intelligent intervention. 

  • AI-Powered Audit Readiness 

Intelligent anomaly detection and predictive audit reporting are enabled through proactive compliance auditing. Fleet managers are warned of potential compliance issues long before audits occur – giving them time to take corrective action and minimize penalties. 

  • Predictive Toll Intelligence 

AI-driven predictive analytics forecast toll costs with unprecedented accuracy.  A powerful reporting system anticipates potential overspending, proactively flags anomalies, and enables route optimization – helping fleets reduce violations and increase cost control. 

“As we expand our AI capabilities, we’re committed to delivering a steady stream of innovation that drives new levels of efficiency, intelligence, and automation for our customers,” said Demmons. “These AI advancements are central to our upcoming roadmap, ensuring fleets stay ahead in a rapidly evolving technology landscape. 

About Fleetworthy 

Fleetworthy is redefining road readiness with the industry’s only complete technology suite for fleet safety, compliance, and efficiency. We unite solutions for compliance, toll management, weigh station bypass, and more, helping fleets simplify operations, reduce costs, and improve safety. 

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 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 road readiness with AI-enabled, connected fleet technology that keeps drivers safe, fleets compliant, and operations running at peak efficiency. Learn more at fleetworthy.com. 

Fleetworthy Media Contacts:       

Sarah Burt 

Fleetworthy  

sarah.burt@fleetworthy.com  

(780) 306-2195        

Doug Siefkes        

SiefkesPetit Communications       

Siefkes@siefkespetit.com      

425-392-2611 Ext. 1   

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