The issue is (and was, in the 2008-2014 run) our continued inability to develop quality pitching of our own. Yes, Peralta and/or Burnes could break that mold. But if they don't, the Brewers will have to continue to acquire quality arms via trade or free agency. Free agency leads to overpaying for mediocrity, and trading for quality means you have to give up prospects to get it. Until the team can put multiple self-developed arms into the majors and have THEM have sustained success, the team will always have to weigh the odds of shortening a window by trading prospects to fill holes vs. the possibility that you miss out on playoff success because you have those holes that you can't fill internally. It's been a problem for 20 years, and shows few signs of getting better.