How does this happen?

It just lists popular examples of that meme template. The guy that made that meme has made a few blank memes that reached front page. He kinda did it to prove a point how easy it is to get to front page and how difficult it is for original memes to feature.

No, he didn't make it to prove a point about how easy it is to get on the front page, because he didn't have any way of knowing it was going to get to the front page.

uh, the fact his blank kermit meme got 344 votes, gave him enough confidence to do it again to get over 150 votes for gordon ramsay

You said he did it to prove a point how easy it is to get to the front page. That was false.

I remember him saying it would be easy to do again. And then he did it again

I don't believe you.

He said "anyone can do it". He was experimenting with the submissions and realized it had little to do with content, and more to do with timing and comments.

The joke is in the title.