Fleet operations are moving faster than ever — and legacy systems can’t keep up. In this interview from the Trimble Insights Conference, Trimble CEO Rob Painter explains how cloud-based TMS platforms, agentic AI, and connected workflows are helping fleets cut hours of manual work down to minutes. The conversation covers real operational pain points like roadside breakdowns, tender processing, cybersecurity threats, and why AI should quietly solve problems instead of becoming another buzzword. If you run or support trucking operations, this is a must-watch. Follow the Loaded and Rolling Podcast Other FreightWaves Shows Learn more about your ad choices. Visit megaphone.fm/adchoices