I guess Osric lucked out. I’m gonna assume he didn’t get his fertile land from tilling the fields and laying the fertilizer. I’m gonna guess that he didn’t get his fertile land from husbanding his resources and gathering the best farmers around.
Probably Osric’s dad had some good land and he passed it on to his waterfly kid when he died. Probably Osric has never had to do much in his life but suck up to the people.