With sufficiently good automation, he could be running the automated search while he's out driving around on pickups/deliveries. The search could send alerts to his phone (SMS, email, dedicated app?).
Eventually, you scale to having multiple drivers in multiple cities who spend their work time on the road, with the "back office" alerting them to new potentially valuable postings. Maybe even tracking their general location, and alerting them to lower-value postings that happen to be near their current location?
Given the entrepreneurial nature of the buy/sell/bargain decisions that need to be made on the spot, maybe it should be structured something like a franchise? You sign drivers up, they get a territory, and get sent alerts for their their territory. Several people mentioned paying the drivers hourly wages; instead, you could charge them (per month or per alert?) for the alert service, or you could do some sort of percentage profit sharing (though you'd have to trust the drivers to accurately report all transactions).
Eventually, you scale to having multiple drivers in multiple cities who spend their work time on the road, with the "back office" alerting them to new potentially valuable postings. Maybe even tracking their general location, and alerting them to lower-value postings that happen to be near their current location?
Given the entrepreneurial nature of the buy/sell/bargain decisions that need to be made on the spot, maybe it should be structured something like a franchise? You sign drivers up, they get a territory, and get sent alerts for their their territory. Several people mentioned paying the drivers hourly wages; instead, you could charge them (per month or per alert?) for the alert service, or you could do some sort of percentage profit sharing (though you'd have to trust the drivers to accurately report all transactions).