What ROI features matter when digitizing a 20-van fleet and training drivers?

[Penelope.R]

I was recently promoted to manage a fleet of about twenty service vans for a small HVAC company, and I'm inheriting a system that's mostly paper logs and spreadsheets for tracking maintenance and fuel costs. I know we need proper fleet management software to improve efficiency and control expenses, but I'm overwhelmed by the options, from basic GPS tracking to comprehensive platforms with telematics. For other small business fleet managers, what specific features provided the best return on investment when you first digitized, and how did you handle the practical challenges of driver buy-in and training, especially for technicians who aren't tech-savvy and might see tracking as micromanagement rather than a safety and efficiency tool?