Still haven't understood it so don't take my word for it, but I guess that depends on luck and number of entries you make.
Luck, yes.
Depends on number of entries: no. Each of the entries have the same winning chance.
All will be clearer once we have a closed tournament.
Tip: if your entry just barely drops out of the winning range, also known as bubble in poker term, make a few more entries so that the number of winners increases.