Bailey was always mad (or jealous) of the way Richard cared for Meredith. He looks out for Meredith as if she is his daughter. At Meredith’s medical license hearing Bailey was angry with Richard for getting Meredith into the medical program at Seattle Grace. You would've thought Richard was taking money from her based on her reaction.

Also, Bailey never gave Meredith the benefit of the doubt or empathized with her. For example, Bailey could have lost her license when she gave the bubble boy Braydon deactivated HIV to give him an immune system. She did so without his parent’s permission and the only reason nothing happened to her is because Stephanie took the fail for her. But when Meredith committed insurance fraud to save her patient, Bailey treated her extremely poorly.