The server is being updated today to fix an issue with ladder map selection. You should no longer be getting completely random ladder maps.
The choice of ladder map given two players works as follows:
Each player selects 15 or more maps using the "Select maps" button in the "Find games" tab.
When two players are matched in ladder, the system either chooses maps from one of the players' selected map pool, or the most popularly selected ladder maps. Each of these cases have 1/3 probability.
When a player has less than 15 maps selected, their pool is filled with popular ladder maps.
This is the same system we had in place before, but now players with less than 15 maps selected will not get completely random ladder maps added into the pool.
-The Council