second–guess

1 :  to criticize or question actions or decisions of (someone) often after the results of those actions or decisions are known meet almost every morning and, over coffee, second–guess the local coach — Bruce Newman; also :  to engage in such criticism of (an action or decision) second–guess the general's strategy

2 :  to seek to anticipate or predict lived royally by his ability to second–guess the stock market — Time