If I were to give someone new one piece of advice, it would be to buy their chisels new, not used. I have wasted more time and more money trying to save butchered chisels than I want to admit. There’s a good chance that the used chisel will be bellied in the back or pitted at the edge and it will take more than beginner skills to fix it. You may make things worse rather than better. Sure, learn to do this _some_ day, but maybe not as a beginner first thing. I’ve had similar problems with used planes, but it isn’t nearly as bad a problem for a joinery plane. If there are pits that lead to scratches, it may not matter for anything other than a final smoother. Also, a tiny back bevel may save the day on a plane, but you likely don’t want that on a chisel. So, I’m less fussed about planes and, if it all goes south, you can buy a new blade for smoothing work and use the old for rough work (all in the same plane). You can’t buy a new blade for a chisel. Well, you can, but it’s called buying a new chisel. I use 3/8″ a lot. 1/4, 3/8 to handle all the mortises and dovetails and either 3/4 or 1″ for paring shoulders and for fat parts of some dovetails. I probably learn towards the 1″ because there are times you want to reference off the blade to keep moving in a line, like for a housing. I think Lee Valley’s version of the Narex are excellent and mine came with flat backs that could go straight to polishing.
I’m not sold on the need for a power jointer for flattening a surface. That said, I do have a Shopsmith 4″ jointer.. It’s great for jointing edges, and perhaps flattening the occasional rails and stiles, but it of course is inadequate for surfacing wide boards. Would a six inch jointer be better…..not by much. So what do we do? Go to an eight inch, or better yet a ten inch jointer? Now we’re getting into really big, heavy, and electrically hungry machines that are not really suitable for the small shop that is likely to be in a small shed or garage.
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If you are just getting into the hobby of woodworking, below is a list of woodworking tools that will help you get started. The tools we have listed are essential for having the ability to do almost any wood working project yourself. For some special projects, obviously you will need a specialized woodworking tool that may not be in our list below.
Like yourself, I get great satisfaction from working with this small kit. Similar to your wine box, I’ve got this old ‘sausage box’ that I can fit everything in, if I’m out the job site or such. It’s a lovely feeling to know that with just this small box of tools, I can pay all my bills and eat. I just wish I could get the rest of my life so minimal!

11-2. Pipe clamps, I have about 10 of them with varying lengths of black pipe in 1′ increments. I can switch out the clamps for larger lengths on larger projects, or downsize as needed. (very rarely do I need more than 6 clamps on a project during drying time, and when I do, it’s time for a cup of coffee and a 1/2 hour break while I wait) You keep your initial investment down, and buy them as you need them to increase your collection.
I’d like to add some type of sharpening system to your list. A simple sandpaper and slab system, stones, or the more expensive slow grinder system. Although listed, files should be in this sharpening/maintenance category as well. You’ll need these as soon as you purchase a majority of hand tools. They’ll be needed throughout each day of using the tools. Initial setup and routine maintenance will give better results with less fighting the grain and tool. Whether your a beginner or a master, the tools must be sharp and maintained.
Wooden mallets are mostly used for hitting your chisels when cutting joints (like dovetail joints or chopping mortises). You should never hit a chisel with a metal hammer. Build or buy a mallet that is made of fairly hard wood (e.g. maple, oak, beech wood, etc.), that will feel well balanced in your hand, and that gives you enough weight to chop with your chisels.
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