It would be interesting to go back and see if any winning team has featured a really expensive pick that ended up giving say a 40% positive return. r even what the most expensive rider a winning team has ever had. I guess Roglic this year is a good bet.
As I have all the winning teams in one tab in my statistics spreadsheet, that's an easy exercise for me.
Most expensive rider on a winning team was Peter Sagan in 2013. He scored 2673 points for a cost of 1963. Remco last year is the second most expensive, Roglic this year in 3rd, and Contador 2014 in 4th.
As for expensive picks not doing well, there haven't been many of those on winning teams.
Both in 2011 (Boonen for ingsve) and 2012 (Modolo for skidmark) the most expensive rider on the winning team failed to make a profit, but not by a huge margin.
In 2015, Cykeltyven won with Betancur (his 3rd most expensive pick) scoring 149 at a cost of 616, but Bananito hampered a lot of players that year, so it wasn't that relevant.
Ya, at 1736 points I wouldn't expect anyone serious about the game to pick them. The upside is too small compared to using that budget on other riders who have greater margins of improvement.
A couple of years ago there was a discussion about this, and I made some calculations that showed that an expensive rider hardly had to make a profit for you to win the game, provided that the rest of your team was of a 'normal' game-winning quality. You can read it
here.
When looking through the original thread for the 2011 game that was a hot topic of discussion because several people were adamant that picking riders who costs like 1200-1400 at the time would be a good pick for the game. Mainly Gesink at 1443 and Cavendish at 1241 had many proponents.
This I actually don't remember, but what I do remember is that there was quite a lot of weird theories making the rounds. One of them, which made absolutely no sense, was that the best strategy was to pick as many riders as possible near the average cost of a rider on your team. A team mostly consisting of riders priced 200-300 was the way to go, according to this theory. I also remember that the perceived 'super picks', i.e. returning dopers, were vastly overrated pre-game. Some people thought that if you didn't have all of Schumacher, Kashechkin, Di Luca etc. you could just give up.