My dad had a few tools. He died when I was nine and then those became mine. My first real purchase was a Craftsman 1/2 inch ratchet set. Then I gradually filled in the 1/4 and 3/8ths sets. At the same time I was buying wrenches. Along came metric and I did a lot of this a second time. Finally, I got a compressor, air tools and a quality floor jack Having waited so long I’d say a quality jack and stands should be amongst your first purchases.
For wrenches I’d recommend a set of offset box ends and a set of short open end wrenches. I dislike combination wrenches although I have a few.
I originally had a small roll around tool chest. I took the wheels off of that and sat it on a larger Craftsman tool chest. Buy a chest with lots of shallow drawers.
When a hospital went out of business I bought a custom work bench with shelving underneath. This was actually from their laundry. On that I mounted a vise. You gotta have a vice. An old tired looking vice is just as good as a new one. Now I have a hoist and an engine stand. If I get any more stuff I’ll need another building.
Wish list: I want a gantry. I love the precision you get when hoisting with a chain fall.
Sears has some great tool sales at Christmas – well, they did last year. They had complete tools sets for the price of a single tool. I know this because I had just bought the single tool.