But history suggests that he [Rod Thorn, president of the New Jersey Nets] will not have that decision to make. Since 1994, the team with the worst record has won the lottery only once — Orlando in 2004.
Here's how the NBA draft lottery works. In short: there are thirty teams in the NBA. Sixteen makes the playoff. The other fourteen are entered in the draft lottery. Fourteen ping-pong balls (it's a coincidence that the numbers are the same) are placed in a tumbler. There are 1001 ways to pick four balls from fourteen. Of these, 1000 are assigned to the various teams; the worse teams are assigned more combinations. 250 are assigned to the worst team, 199 to the second-worst team, "and so on". (It's not clear to me where the numbers come from.)
Then four balls are picked. The team that this set corresponds to gets the first pick in the draft. Those balls are replaced; another set is picked, and this team (assuming it's not the team already picked) gets the second pick. This process is repeated to determine the team with the third pick. At this point there's an arbitrary cutoff; the 4th through 14th picks are assigned to the eleven unassigned teams, from worst to best. The reason for this method seems to be so that all the lottery teams have some chance of getting one of the first three picks, but no team does much worse than would be expected from its record; if the worst team got the 14th pick they wouldn't be happy.
So the probability that the team with the worst record wins the lottery is one in four, by construction; this "history suggests" is meaningless. (And the article even mentions the 25 percent probability!) This isn't like situations within the game itself where the probabilities can't be derived from first principles and have to be worked out from observation.
Also, let's say we continued iterating this process to pick the order of all the lottery teams. How would one expect the order of draft picks to compare to the order of finish in the league? I don't know off the top of my head.