If you don't need them right now break the orders up into smaller orders around 50 or 75 each time and pay attention to when they offer points back for spending a certain amount. I don't bother with the coupons, and stick with the hot deals and points back offers along with checking the local site for the stores near me, Some times you will run across older usa Stock and can get it very cheaply.
I all most all ways have a $10 in points back coupon for spending $50 in my account online, I also use my sears card for the 5% discount, Most of the time I'm getting at least $20 in points back for every $50 spent. I've been screwing around with it for the past few months, every time they offer a decent points back deal for using the SYW site instead of sears website I try to find something decent I don't have and may need, I try to stick with the well known rebranded stuff they sell under the craftsman private label.
My last order was for around $80, I spent only 14 bucks, the rest where all points. Got a bunch of tools very cheaply that way. Its a decent source for craftsman, Dewalt, gearwrench and some knipex tools among some others if you spend some time searching their site for deals.
Some of the local sites have the Dewalt wrench sets half off and sears parts direct has some deals on the dewalt hand tools, A good step above the craftsman RP wrenches for the smaller sizes.