Disse demoer You Tell Me, I Give Up, One More Time, Lovestruck, The Clown og Claudette var skrevet af i slutningen af 1957. Ingen af disse demo-indspilninger blev gjort færdig, så de kunne udgives på SUN. Dog blev You Tell Me udgivet på SUN af Johnny Cash og Lovestruck af Jerry McGill. Claudette blev givet til The Everly Brothers og blev et hit det år. Roy sagde:
“Sam Phillips was a very likeable and affable man, but I could not do what I wanted to do. By the time I left SUN I wanted the kind of material that I eventually wound-up doing a couple years later. The song Claudette was one of the ‘new style songs’ that I wrote at SUN.
I was doing a show with The Everly Brothers and just as I was leaving dressing room, they asked me if I had any material. I said ‘I had this one song’ and sang it to them. They said they would like to record it so I wrote it out on the back of a board box and they went to Nashville with it.”
The Everly Brothers skyndte sig i studiet med tekst og musik til Claudette, indspillede sangen og i slutningen af 1958 blev deres single All I have To Do Is Dream/Claudette et stort hit. Begge sider af singlen kravlede opad hitlisten og solgte mere end en million eksemplar.
Blandt andet på grund af sangen Claudette og Roy’s manager Bob Neal, der prøvede at skaffe Roy en ny kontrakt hos et af de større pladeselskaber, fik the Roy en udgivelseskontrakt med Acuff-Rose Publikcation i Nashville, Tennessee. Wesley Rose, der var medejer, anbefalede Roy at flytte til Nashville. Roy husker:
”I talked it over with my wife Claudette and she said, ‘Well we’ll have to do it sometime. It might as well be now.’ So I bought a car, a Thunderbird that had been in a crash so it was cheap. We loaded everything we had into the car. They didn’t take up much space. I had more songs than anything else. And we headed off for Nashville, not knowing what might come of it.”