I wasn't clear, and I apologize. It's like this.
The odds of flipping a coin and it coming up heads are exactly the same as the odds of it coming up tails. Thus, the odds of flipping a coin twice and having it come up two heads is the same as the odds of it coming up heads tails. We can clearly see that, although flipping a coin ten times heads in a row would be quite improbable, it is no more improbable than the odds of coming up heads heads tails heads tails tails tails heads tails heads.
The odds that one man (call him Adam) will win the lottery are the same as the odds that someone else, let's say, Beth, will win. Clearly we can see that the odds of Adam winning twice in a row are precisely the same as the odds of Adam winning and then Beth winning. Repeat the process ten, a hundred, or a thousand times, you'll see the same thing. The odds are the same.
If I predict that Adam will win, Beth will win, Charlie will win, and the Dude will win, I will certainly be proven wrong. However, the actual outcome of those lotteries ( Jack, Mary, Frank, Phil ) is precisely as unlikely.
Saying that it is impossible for one man to win the lottery one thousand times is simply incorrect. It is in fact proven to be a possibility.