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I find that for a hobbyist like myself, researching and purchasing quality tools is part of the fun of the hobby.  I agree with the sentiment about purchasing tools only as you need them in a project, but I would first think about which of the manufacturers you feel would most suit your needs.  When I started buying, I decided to go with Veritas, so now my chisels, planes, sharpening stuff is all Veritas (maybe due to my OCD).  If you are similar, then research Veritas, Lie Nielsen, Clifton et al to check out their range of products and see which you think would suit your work and objectives best, and then when you do find the need for a new tool, you know exactly what to get, and where from.  For all the other stuff that these manufacturers don't offer, I just do some research on which gets the best reviews as and when I need to buy it

So there you go, some insight from an OCD woodworker