As far as I know, wearing make-up even on a daily basis is not really a problem for your skin - as long as you take care of it (for example removing all of the make- up before going to bed, using a creme/lotion that matches your skin type; I used the normal bebe-creme before but since I started using one for dry skin, it's much better). I also think it depends on what you want for yourself- 5 years ago, I baaarely used any make-up and if so, I tried to be as natural as possible, just a tiny bit of mascara and maybe a little bit concealer for my skin under my eyes/around my nose.
And now I absolutely love wearing dark red lipstick, mascara and eyeliner and stuff like that. I don't really care anymore whether I look "natural", I just want to feel satisfied when I look into the mirror, I want to be able to smile and say "Hell yeah, I rock!"
And I absolutely agree that the chart probably isn't that accurate. I'm blessed with fairly clean skin, so I never had to deal with it anyway (so it's not like I had acne and it magically disappeared after using that map);
but whenever small stuff appears, I just look up at the chart and try to improve my habits again (because I tend to drink too little, for example). I'd kind of treat it as a horoscope; probably not that accurate, but it doesn't hurt you to look out a little bit, right? At least it surely won't make your skin worse if you cut out the alcohol and greasy food, for example