For mechanical tools, I like both Harbor Freight and Gearwrench. I like Gearwrench a lot more, but I haven't managed to break any Harbor Freight tools yet that weren't air or electric. For basic sockets, etc., it will be fine for almost everyone. (Spend more for torque wrenches though; don't cheap out on those.) HF tools have pretty limited sizes though; they don't have anything really large, like about around 25mm. Unless you are a professional mechanic, you probably shouldn't waste your money on Matco or Snap-On.

For most cordless general and woodworking tools I like Makita. For more specialized powered hand tools I love Festool, but do not try to fill a shop with them. Just get the ones that no one else makes an equivalent of, like their Rotex sanders, or the domino joiner.

For woodworking shop tools--things that aren't portable--buy old Delta or Powermatic, particularly stuff that is in no way shape or form portable. Trying to do any serious cabinetry on a job-site table saw is an exercise in frustration and wasted material. A tabletop jointer won't give you good results.

And for hand-powered cutting tool, like chisels, pull-saws, planes, etc... Be prepared to start spending a lot of money. Hand planes alone can set you back a few hundred each, like for Lee Valley 'Veritas' planes. And that's not even getting into the water stones that you're going to need to keep them working in perfect condition.