Welcome to the truck! Sounds like you have a rational approach to tool buying and that's good. The truck tools are good but be careful anytime tool prices are quoted in $/wk instead of standard prices. If you're planning to make a living as a mechanic, it pays to have a full set of Snap-on Flank Drive Plus wrenches in inch and metric as well as an assortment of fine toothed ratchets. Sockets can come from Craftsman since it is a whole lot easier to exchange a socket at Sears seven days per week rather than waiting for the truck guy. Better pliers can come from Channellock at half the truck price.
Last Friday I was in the Snap-on truck, drooling at its wares. My dealer handed me a promotional catalog for this month and some of the prices were quoted in $/wk.
I always pay in cash or credit card an amount that I can pay off immediately. That provides the sanity check that is necessary when shopping for high priced goods. Since the truck price is the same as the online price, I buy online most of the time. If you're going to run credit, it is better to use a low interest Visa card online than to pay the high interest at the truck.
I know guys that have bought new cars and paid them off in 4 years but it takes them 15 years to pay off a new toolbox combo.