"What if" from Liar's poker & joining the dots to generate trade ideas

Trying to improve my trade/investment generating ideas by learning different asset classes & reading macroeconomic books. But obviously, this process is long, tedious and I am not very sure the right one for that matter. 

Any suggestions for books/tutorials/videos/ on how people in S&T generate "Money spinning ideas". In general, if someone in S&T could even explain their process or experience that would great too.

Trying to really figure out how to think about things, If I read a newspaper article or any kind of news for that matter, I want to figure out how to convert that news into a trade idea or at least deduce the effects of that news on the markets.