You need a program that has controllable compression, Photoshop used Image Ready, and it works great, PhotoImpact used to have a good one called SmartSaver, but I am not sure if they include it anymore. I also sharpen my pictures pretty heavily before I compress them. I would not recommend saving them over and over again to get the size down.
Originally posted by irae: When I resample my images to 640X480, they're 900kb (opened up in the editor) and save to ~150kb .jpegs somewhere around the 75/100 compression level without much noticable degradation. Of course, it all depends on how much detail there is in the image. There really isn't any way (that I know of) to make an image file smaller at a given resolution without compressing. The "JPEG Basics" thread on this forum is a good rundown on things you can do to get the best web presentation from your images pre and post capture.
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