I think it's practice, none of us are born knowing how to blow dry and paint nails.
For your nails use seche vite top coat, it dries really quickly and makes them glossier and less likely to chip.
Could you go for a personal shopper session? I think debenhams do them. It would help you find what suits you and they might pick things you wouldnt have chosen but suit you. I think with clothes you have to shop for outfits and then buy pieces for specific events eg I have a funeral dress and shoes and a night out with DH dress.
Everything needs to be dry cleaned/washed and ironed so you can just pull it out of the wardrobe at short notice.
I go to an expensive hairdresser but as I dont have colours or blowdrys inbetween my 8 weekly trims it's not that much. I ask them how to style the cut so I know what to do when I get home. I am naturally crap at blowdrying but with a nicky clarke hot air brush (very underrated imho), some nicky clarke blow drying root boost stuff and ellnett I can look quite presentable.
Lot's of women have frizzy hair, what's your shampoo and conditioner? If I use cheaper products my hair gets very un-manageable but with the expensive products (bought online because it's cheaper) my hairs shiny and easier to style.
Do you get your eyebrows threaded? it makes a big difference. You look so much more groomed if you have neat brows and no moustache.
Small things like curling eyelashes can make a big difference.
I dont do half as much during the week as I do at the weekend, I work in healthcare so as long as I have clean hair tied back and subtle make up that's all I need, I do more with hair etc at the weekend when I have time to do it.