So, I've just sold my personal Hauler and switched back to the free company truck after I realized I could make around an extra 4k an hour. Assuming 5 orders can be completed in an hour (Most of which send you to Paleto), you could avoid up to $1650 in tolls (tolls are free in a company vehicle). In a free company vehicle you can also avoid fuel cost. After about 5-8 orders I would need to refuel, which can cost anywhere from $2100-$2500 for a full tank (fuel is free in a company vehicle). You also avoid the $850-$1000 repair cost after someone T-Bones you through an intersection (repairs are covered in a company vehicle). The approximate $100k cost for an engine upgraded personal trucking vehicle, which still isn't any faster than the company truck, isn't justified. The easiest way in my opinion to make trucking more fair to those who invest in a personal vehicle would be to raise the bonus significantly after every 5 orders.
