Illustrator Rebecca Evans' mother and I go back to third grade. That's not why I'm mentioning the new book Rebecca's illustrating, The Shopkeeper's Bear. No, it's the apron the bear is wearing in the second illustration at her blog that grabbed my attention. (That's Rebecca's blog, not the bear's.) At Chez Gauthier, we were (and probably still are) very fond of bears who dressed up.
Except for the Berenstains, we leaned toward your more obscure bears, like Bialosky and this teddy bear gardener who may not have had a name.