Yes it should be hyphenated.
yes check-up should be hyphenated
It should be hyphenated.
Yes it should be hyphenated.
No it shouldn't be hyphenated.
"Field" is not hyphenated.
Self-made should be hyphenated.
Yes it should be hyphenated.
It should be hyphenated.
Yes, it should always be hyphenated.
No it shouldn't be hyphenated. It is one word.
Yes and no. The out-of-plumb wall should be hyphenated while the wall was out of plumb should not.