Gah! It BURNS!
Actually, there are even bigger problems than the ones you posit. The most important one, obviously, is that not everyone pronounces the words the same way. There are quite a few of your examples that are wildly different from how I say them. The second one is that for someone who only speaks English and doesn't know IPA, all those accent marks are simply confusing rather than clarifying. I didn't even know you could put one over a "y."
My attempt at showing how I pronounce them (without so much as guessing at IPA - this means no ""c" means the sound that starts the word "chair"" weirdness):
key for vowels (and combo letters):
ch=chair
th=thing
TH=this
ng=thing
sh=share
a=lad
ah=father
u=lute
uh=touch
i=deed
ih=lid
e=bed
ai=side
ay=say
o=so
a "-r" means the r sound gets its own syllable
How much? > Haw muhch?
Do you need help? > Du yu nid help?
I'm so tired! > Ai'm so tai-rd.
I hate this idea > Ai hayt THihs aidiuh.
Don't you have anything better to do than trying to ruin English spelling? > Don' chyu hav enithihng bed-r duh du THn chraiihng t ruihn Ihngglihsh spelihng?
This is actually funnier than it seems. > THihs ihz akshli fuhni-r THn iht simz.
One last sentence. > Wuhn last sentns
With regard to Wade-Giles: it also has the issue of requiring one to look up how every letter is supposed to be pronounced before you can use it - the Tao, anyone? No ordinary American is going to see that and think even for a second that's anything other than the "T" from "tea" followed by the vowel sound in "cow" unless they've been taught otherwise.