Bobby generally has a relaxed and carefree attitude. He is an easygoing boy and likes to have fun. He can be altered if Lori doesn't message or call him. He's a little silly, as shown in "Undie Pressure" where he tells Lori that he would be in her house sooner but he had to wait for a chicken to cross the road. He also jeopardized Luna's attempt to free Lincoln and Clyde out of his silliness.
He has many jobs, this may be because he wants to obtain more money or just to impress Lori, like in "For Bros About to Rock" where he says to Lincoln that he took the mall security guard job because Lori loves men with uniforms.