[M. Bison]

And how is "loosing team" determined?

The losing team will be determined through a variety of statistics which have been gathered each round. A few of the things it will keep track of is how many players there were on each team and many of these players survived on each team to round end. In addition to this, it will be by default, somewhat biased towards either T or CT based on the map. The bias will mostly be based on the win-lose ratio from every round that has ever occurred and which can be seen here. I will, however, periodically tweak the biases and other aspects of the plugin to compensate for unexpected variables.