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When trying to match up a finish, it's important to determine what the species is that you are matching to. Starting off with the same species makes life a bit easier. Next would be how the samples are prepared. Sanding to a stainable surface might depend on the species, but 180x is about average. Some woods might need a conditioner/sealer to help getting an even color without blotching, so that is another consideration.
If you use an oil base stain, a one time application is usually the best shot you get. If you use dyes, which BTW, can be applied more than once, they can give a gradual increase in color and intensity. Spraying dyes work the best, and you can get an even coverage with a little practice.
If you use waterbase, how much grain raising you get will depend on the species. You may want to start with a grain filler/paste wood filler. Using that will depend on how the subject piece appears. If it has no pores showing, and the finish is a slick topcoat, using a filler may be the way to go.
If you get grain raising it's not as big a deal as some make it sound. Usually with the normal between application sanding it becomes a non issue.
Using an alcohol base dye dries very fast and is called "NGR" (non grain raising). You can get some very definite results. It's also important that with making samples that you take the sample out to the final topcoat whatever that is, because that will change the appearance.
Keep notes on whatever ratios you mix as you test. You can use cooking measuring spoons and keep track by marking the back of the sample. That way when you make your final mix, you can convert the spoon amount to greater values. And even after you get the final mix, test it and apply the topcoat, just to make sure. Allow sufficient dry times between the different applications.
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