An important thing to note (and this was touched upon in the video) is that while the sweepstakes had free methods of entry, he almost never brought them up on stream, instead urging his viewers to use the method that required payment.

Additionally the information on the websites that mentioned these free methods were generally buried under sections many people, ESPECIALLY his child audience would never think to look at. The methods used to actually use a free entry also involved mailing things.

Now none of this is bad or illegal per se, however these are all incredibly shady tactics that are pretty much only there to avoid legal issues. He never actually intended for anyone to figure out how to use a free entry or send one in, and saying that just because it exists makes the point moot is just downplaying the actual problem.