This is the Keith Shore card from Topps Project 2020 set. Some might call it glorious. Others may lament that it's childish and sophomoric. I just look at it and can't help but smile...
Why, exactly? I dunno.
Yes, it looks amateurish. Tony Frye at Hero Habit called Shore's Project 2020 cards, "classic modern in that it is clearly digital but appears to be done on Windows 95." He also writes that, "his critics say that their children could do art just as well — we all know that’s not true, your kid’s horse drawing looks like a Rorschach test — while fans of his work enjoy the simple design, bright colors, and youthful qualities of each character he creates."