The odds of getting top players after the first round isn't real high. The sample size of big winners is small for everybody, and the picture is heavily influenced by a couple of big names, Pujols for Cards, Oswalt for Astros, Dontrelle for Cubs, etc.. Going back to 1987 enlarges the sample size, but at the same time the people who were scouting and coaching for the Cubs in 87-95 isn't very relavant to what's happened since Hendry took over and what will happen in future. If a couple of people from Justin Jones, Ricky Nolasco, Sisco, Sean Marshall crowd work out as good major leaguers (which is entirely possible, barring injuries), the Cub production could look pretty favorable. My point being, there is some luck to this. So you should keep trying? Also, obviously even though not many pan out, many still end up being key parts for trades. Bobby Hill was key guy for getting Aram. Brendan Harris and Justin Jones were key components in getting Murton and Nomar. Right. Over a thousand kids are drafted every year. There are less than a thousand players on all the big league rosters. If the average tenure of a big leaguer is 5 years (and I think that's the approximate number), then that means there are roughly 150 jobs available in turnover every year. So really, if an organization has a hit rate of one good prospect for every six or seven picks, they are doing an outstanding job.