It should be hyphenated.
Yes, it should be hyphenated.
Yes it should be hyphenated.
yes check-up should be hyphenated
Yes it should be hyphenated.
Yes and no. The out-of-plumb wall should be hyphenated while the wall was out of plumb should not.
Self-made should be hyphenated.
Yes it should be hyphenated.
"Field" is not hyphenated.
Yes it should be hyphenated.
Yes it should be hyphenated.
No it shouldn't be hyphenated.
Yes, "low-to-intermediate" should be hyphenated when used as a compound modifier before a noun.