She formed a relationship with jazz pianist Bob Kelly, and they moved to London in 1955. On MacGregor's recommendation, she was signed by Topic Records and, although reluctant to surrender her reputation as a solo performer, was persuaded to join the Chas McDevitt Skiffle Group to record Elizabeth Cotten's song "Freight Train". The group had already recorded the song, with McDevitt singing, but re-recorded it with Nancy Whiskey's vocals.
She established a connection with jazz pianist Bob Kelly and moved to London in 1955. MacGregor recommended she sign with Topic Records, despite her reluctance to relinquish her solo performer status, she agreed to join the Chas McDevitt Skiffle Group to record Elizabeth Cotten's "Freight Train". The group had already recorded the song with McDevitt as lead vocalist but re-recorded it with Nancy Whiskey's vocals.