When Ray and Donna first met, he and Donna liked each other, but didn't he always feel that they wouldn't work out because he was "just a cowboy" and he realized she was into politics, traveled in different circles, and was a little more worldly than him; however, Donna convinced him that it would work; she seemed to think his view was ridiculous at the time. Then, in the season where Wes Parmalee came along, Ray and Donna are having trouble. At that point, wasn't it because of the reason Ray originally said? Donna was now working in Washington to help the oil business. I can't remember exact words, but wasn't it Donna's opinion that Ray just wanted to hang around and watch the world go by while she wanted to be busy and changing the world? I think Ray owed her a big "I told you so."