I've been a craftsman fan for a long time. I have almost everything that Craftsman makes, or has made. However, there are tools for various applications that Craftsman doesn't make. For those I usually buy MAC, or Snap-on.
My boxes are all craftsman. I've fallen in love with a couple of different boxes from both MAC and Snap-on, but after watching shopmates over the years overextend themselves beyond belief just for their box, no thanks. Plus I feel guilty putting stickers and junk all over a twenty five thousand dollar box...when I can have a Craftsman professional for far, far less.
I have a set of MAC open ended angle wrenches that I use mostly for hydraulic, that have been invalueable. The set ran about eight hundred dollars. When I got it, I bought one wrench each time the truck came around, paid it off, then got another. But that one set has seen just about as much use as most of the other tools put together. I have a few different quarter inch drive items, both Craftsman and Snap-on, that are in the same boat, and my Craftsman stubby combo wrenches have been practically worn out.
I fell victim to the need to have reversible ratchet box end wrenches, and found that the craftsman work as well as what I could get off the trucks. I bought some off ebay, bought some in the stores. The reversible kind with a lever to reverse are wonderful, as are the flexhead ratcheting box ends. I use them timing someone's car yesterday, and they stay with me most of the time. They see a lot of use. That particular set is Blackhawk, which gets sold at NAPA and other places, but I bought them from the MAC truck.
One thing I have learned is that you can buy quality tools now, or later...but you'll eventually need them. Craftsman makes great products, really good, functional products, and I like them a lot. But I've been places where only a snap-on socket would work, because it was thinner, and was the only thing that would fit. For a lot of turbine applications, I have used quarter inch flex sockets, and one needs a twelve point for that...six point from craftsman, and my twelve points are snap on. I think the little set of eight or ten was over two hundred dollars, and it was worth it.
Look for bargains...I got a full set of Snapon metric stubby combos last year in a gun shop...for a hundred bucks. Brand new, sold on commission. A little more expensive than Craftsman for the same wrenches, but let's face it...they were snap-on.
A lot of my screwdrivers are Craftsman, but my better ratcheting screwdrivers, long ratcheting screwdrivers, etc, are Snap-on. A few are MAC. Some of the speciality items are both. I have three or four different Dzus screwdrivers that have been picked up of the trucks when I didn't have one handy right then, about thirty bucks or so each.
I jump on the trucks and see what's on special. Some great torque wrench deals have been had that way, especially on repo equipment. I bought an infrared temp sensor of the Snapon truck once, with a laser. At the time I thought it might be useful, but I found it invalueable in doing cold cylinder checks...worked even better than a traditional cold cylinder tester (squirter bottle) when all the cylinders were close with just one bad plug...paid for itself in no time at all. Never thought I'd see that much use for it, and was wrong.
I did find that when calibrating Snap-on torque wrenches, we had a high failure rate...two of them broke our machines when they failed during the test. The best wrenches, most consistent, with the highest tolerances of any we were using were ADT, from a small autoparts store. They always tested better than the expensive Snap-on. I have the ADT, Craftsman, Snap-on, and MAC in my box, and use them all. So far, so good.
As far as Harbor freight...the engine timing I did yesterday was done where I didn't have my own timing light. I ran by harbor freight and picked one up. Nine bucks, cheap, and it worked. But for hand tools, or most tools, I'm very cautious. I had a set of large combo wrenches from there that I carried for a long time without every needing them. One day I had to remove the fittings from an engine driven hydraulic pump in the field, and they were tough to get off. Using the open end, I put some pressure, leaning into the wrench, and the fork snapped off, I went flying, got a nasty cut, and was stuck unable to finish the job. I threw the rest the set away, and vowed never to buy or own a cheap hand tool again. False economy if it doesn't get the job done. But for beater tools and stuff that's going to be cut up and welded into something else anyway...why not?
After all, show me a mechanic that doesn't have a box full of home made specialty tools. It can't be done.