It doesn't have to be all the time. I never said that, but years when you think you really have a chance are the years they should strike. I'd argue they actually didn't do enough at the deadline this year, nor did they last year, and then we wonder why they can never get over the hump. If they did more, would it be guaranteed? of course not, nothing is, but it's better than not doing anything and thinking the same thing will work "one of these years".
Hope is not and never has been a strategy. Unfortunately it's one the brewers have used more often than not.
As far as the Micah trade, the point is, yes you gave up two 1st round picks, but so what? How do we now what those players will ever become, and I'd say there's a very good/great chance they will never be anywhere as good as Micah is and will be. It's no different trhan trading "prospects" no one know what they will ever become. Anytime you can trade unproven talent for proven major league talent, you do that 100x out of 100 in years when it makes sense.