Just logging the checks is not going to do it, if like most truckers expenses are taken out of the gross amount and the check represents the net amount.
To be honest dedicated truckers software is much easier to use and better suited for your situation.
But if you want to try it
Create an expense account for each kind of expense he incurs
Create a service type item named for the expense account and linked to it
Use a sales receipt
line one - list the income item and the gross amount
line two thru XX use the expense item, set the qty to negative one, and enter the amount
then save and use make deposits to deposit it in the bank
download banking and match or reconcile when the statement comes in