(nonce word) One who will never achieve a great amount of success.

(slang, idiomatic) Used to denote that the speaker finds another person sexually attractive.

plural of would-be

(archaic) Synonym of regardless

(rhetorical question) Used to point out that the interlocutor is failing to do something relatively easy that they should be doing.

used to express preference at a certain time, or hypothetically

(idiomatic) by good fortune; fortunately or luckily.

(Hawaii, surfing) Said of challenging surfing conditions, often as an encouragement.

(Southern US) nearly; almost

(rhetorical question) Indicates the speaker is annoyed that someone is not doing something they should do.