Not moral, just values. The memes reflect different values. The first values ease, having fun, and a mild taste of domination. The second values sympathy, achievement, progress, and a mild taste of irony. (The irony comes from the fact that the 300 player is blundering and that’s why they lose, and so the speaker feels sorry for them, but when the 1400 player blunders it’s a “yay I get the draw!”.)
Note that neither of those memes make a statement about what is right or wrong about any of the values that they display, so it’s not really a statement of morals. Nor am I criticizing Hans’ values by posting my meme, I’m just saying my experience is different and I have different values. That’s it.
Dude, this is just chess and chess memes, heh? I don’t think this is an area we need to spiritually overthink and declare that only one personal set of values or reasons to play is valid. Chess is chess, and the reasons that people play are as vast as the people who play the game.