Besides his legitimately great performance in playoff situations, Ortiz has the advantage of being, as you say, jolly. If he were a lippy black man with the same stat line, no way he gets in even with the postseason performances. But "beisbol been berry berry good" to him, so in he goes.
Never mind that he never paid any price for his poorly-excused usage, but woe to the guy with almost 700 career homers who, when caught, quietly served his time, didn't lip off about any injustice or anything, then came back and just went right back to work. He did it right. And he'll never get in as long as this generation has a say in it.